62 days in Caribbean Itinerary

62 days in Caribbean Itinerary

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Route & dates

62 days in Caribbean Itinerary

Start: San Francisco, United States
Fly:  7​h
1
Havana, Cuba
— 1 night
Fly:  2​h
2
Seven Mile Beach, Cayman Islands
— 3 nights
Fly + bus:  7​h 15​min
3
Ocho Rios, Jamaica
— 3 nights
+2
bus + Fly + shuttle:  8​h 30​min
4
Punta Cana, Dominican Republic
— 4 nights
Fly:  4​h 30​min
5
San Juan, Puerto Rico
— 6 nights
Fly:  30​min
6
Culebra, Puerto Rico
— 1 night
Fly + Drive:  2​h 15​min
7
Isla de Vieques, Puerto Rico
— 1 night
Fly:  1​h
8
St. Croix, U.S. Virgin Islands
— 2 nights
+2
Fly + Drive + ferry:  1​h 30​min
9
Virgin Islands National Park, U.S. Virgin Islands
— 1 night
Drive:  1​h 15​min
10
Charlotte Amalie, U.S. Virgin Islands
— 2 nights
Fly + taxi:  45​min
11
Road Town, British Virgin Islands
— 1 night
taxi:  15​min
12
British Virgin Islands, British Virgin Islands
— 2 nights
+2
taxi + Fly + taxi:  1​h 45​min
13
Nevis, St. Kitts and Nevis
— 2 nights
Drive + Fly:  1​h 15​min
14
Philipsburg, St. Maarten-St. Martin
— 2 nights
Drive + Fly:  30​min
15
St. Barthelemy, St. Barthelemy
— 2 nights
Drive + Fly:  4​h 45​min
16
Montserrat, Montserrat
— 1 day
ferry:  1​h 45​min
17
St. John's, Antigua and Barbuda
— 3 nights
Fly + Drive:  4​h 15​min
18
Soufriere, St. Lucia
— 1 night
Drive + Fly:  2​h
19
St. George's, Grenada
— 1 night
Fly + bus:  1​h 30​min
20
Christ Church Parish, Barbados
— 3 nights
+2
bus + Fly + taxi:  2​h 45​min
21
Morne Trois Pitons National Park, Dominica
— 2 nights
+2
taxi + Fly + Drive:  2​h 30​min
22
Saint-Martin, St. Maarten-St. Martin
— 1 night
+2
Drive + Fly + bus:  2​h 15​min
23
Curacao, Curacao
— 2 nights
bus + Fly:  45​min
24
Kralendijk, Bonaire
— 1 night
Fly:  1​h
25
Oranjestad, Aruba
— 4 nights
+2
Fly + taxi + bus:  9​h 45​min
26
Varadero, Cuba
— 1 day
Drive:  4​h
27
Trinidad, Cuba
— 3 nights
Drive + Fly:  30​h
End: San Francisco, United States

1
night
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Your day-by-day itinerary now includes Lenin Park as well as Ernest Hemingway Marina. Kick off your visit on the 15th (Tue): go for a stroll along the water at Ernest Hemingway Marina, steep yourself in history at FINCA VIGÍA, stroll through Playas de Este, then contemplate the long history of Christopher Columbus Cemetery (Cemetario de Colon), then contemplate the long history of Castillo de San Carlos de la Cabana, and finally explore the world behind art at National Museum of Fine Arts. Get ready for a full day of sightseeing on the next day: stroll through Lenin Park, contemplate the long history of Palacio De Los Capitanes Generales, and then don't miss a visit to Camera Obscura.

To see reviews, photos, where to stay, and tourist information, read our Havana holiday planner.

Use the Route module to find suitable travel options from Petaluma, USA to Havana. The time zone difference when traveling from Petaluma to Havana is 3 hours. Expect somewhat warmer weather when traveling from Petaluma in November: highs in Havana hover around 82°F, while lows dip to 64°F. Wrap up your sightseeing on the 16th (Wed) to allow time to fly to Seven Mile Beach.

Things to do in Havana

Parks Historic Sites Beaches
Highlights from your plan
Palacio De Los Capitanes Generales ©
Finca Vigía ©
Finca Vigía
Fortaleza de San Carlos de la Cabana ©

3
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach ©
Museum-lovers will get to explore Pedro St. James National Historic Site and Cayman Islands National Museum. Escape the urban bustle at Seven Mile Beach and Scuba & Snorkeling.

To see photos, where to stay, maps, and other tourist information, refer to the Seven Mile Beach itinerary builder.

You can fly from Havana to Seven Mile Beach in 1.5 hours. Expect a bit warmer evenings in Seven Mile Beach when traveling from Havana in November, with lows around 77°F. Finish your sightseeing early on the 19th (Sat) so you can travel to Ocho Rios.

Things to do in Seven Mile Beach

Outdoors Parks Beaches

Side Trips

Grand Cayman, George Town, Kittiwake Shipwreck & Artificial Reef, Mission House
Highlights from your plan
Kittiwake Shipwreck & Artificial Reef ©
Smith's Barcadere ©
Smith's Barcadere
Cemetery Beach and Reef ©
Cemetery Beach and Reef

3
nights
Ocho Rios, Jamaica

Ocho Rios ©
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Step out of the city life by going to Burwood Beach and White River. You'll explore and learn at Firefly and Harmony Hall Jamaica. Explore the numerous day-trip ideas around Ocho Rios: Bob Marley's Mausoleum (in St. Ann's Bay), Fort Charles (in Port Royal), Martha Brae River (in Montego Bay) and Kingston (National Gallery, Institute of Jamaica, & more). There's still lots to do: see the vivid underwater world at Ocho Rios Beach, let the river carry you with a rafting and tubing tour, tour the pleasant surroundings at James Bond Beach, and get in on the family fun at Rainforest Bobsled Jamaica at Mystic Mountain.

To see ratings and other tourist information, read our Ocho Rios trip itinerery planner.

Traveling by combination of flight and bus from Seven Mile Beach to Ocho Rios takes 5.5 hours. In November, daytime highs in Ocho Rios are 89°F, while nighttime lows are 77°F. On the 23rd (Wed), wrap the sightseeing up by early afternoon so you can travel to Nassau.

Things to do in Ocho Rios

Outdoors Parks Historic Sites

Side Trips

Kingston, Martha Brae Rafting Village, Bob Marley Museum, Firefly, Burwood Beach
Highlights from your plan
Martha Brae Rafting Village ©
Martha Brae Rafting Village
White River ©
White River
Devon House ©
Devon House

4
nights
Punta Cana, Dominican Republic

In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
You'll enjoy a bit of beach vacationing at Macao Beach and Minitas. You'll discover tucked-away gems like Art Gallery at Altos de Chavon and Safaris. Explore the numerous day-trip ideas around Punta Cana: Public beach of Dominicus at Bayahibe (in Bayahibe), Isla Saona (in Parque Nacional del Este), Catedral San Pedro Apostol (in San Pedro de Macoris) and La Romana (Playa Mariposa & Teeth of the Dog). The adventure continues: kick your exploration up a notch at some of the top local zipline courses and adventure parks, play a few rounds at Iberostate Bavaro Golf & Club, examine the collection at ChocoMuseo Punta Cana, and look for gifts at La Reyna Dominicana.

For other places to visit, reviews, traveler tips, and other tourist information, go to the Punta Cana travel itinerary planner.

Traveling by combination of bus and flight from Ocho Rios to Punta Cana takes 9.5 hours. The time zone difference moving from Eastern Standard Time to Atlantic Standard Time is 1 hour. In November in Punta Cana, expect temperatures between 86°F during the day and 74°F at night. Wrap up your sightseeing on the 28th (Mon) early enough to fly to San Juan.

Things to do in Punta Cana

Outdoors Parks Beaches

Side Trips

La Romana, Public Beach Playa Dominicus, Catedral San Pedro Apostol
Highlights from your plan
Zipline
Public Beach Playa Dominicus ©
Public Beach Playa Dominicus
Iberostate Bavaro Golf & Club ©
Iberostate Bavaro Golf & Club

6
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
You'll discover tucked-away gems like Casa Bacardi and Botello Gallery. Popular historic sites such as Castillo de San Cristobal and Paseo de la Princesa are in your itinerary. Explore San Juan's surroundings by going to La Guancha (in Ponce), Luquillo (Monserrate Beach, Luquillo Beach Boys Surfschool, & more), Luquillo Beach (in El Yunque National Forest), Playa la Cueva las Golondrinas (in Manati), Scuba & Snorkeling (in Fajardo) and Playa Medio Mundo (in Ceiba). Next up on the itinerary: kick back and relax at Condado Beach, tour the pleasant surroundings at Playa Maunabo, don't miss a visit to La Muralla, and get engrossed in the history at Cathedral of San Juan Bautista.

To find where to stay, ratings, other places to visit, and other tourist information, use the San Juan travel planner.

You can fly from Punta Cana to San Juan in 3.5 hours. Another option is to do a combination of car ferry and car. In November, daily temperatures in San Juan can reach 87°F, while at night they dip to 76°F. Finish your sightseeing early on the 4th (Sun) so you can fly to Culebra.

Things to do in San Juan

Outdoors Beaches Parks

Side Trips

Luquillo, Carolina, Melones Beach, Reserva Natural Medio Mundo y Daguao, Casa Bacardi
Highlights from your plan
Paseo de la Princesa ©
Paseo de la Princesa
Carolina Beach ©
Carolina Beach

1
night
Culebra, Puerto Rico

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Kick off your visit on the 5th (Mon): enjoy the sand and surf at Carlos Rosario Beach, visit a coastal fixture at Culebrita Lighthouse, then step off the mainland to explore Culebrita Island, then stroll through Zoni Beach, and finally master the tricky terrain with a 4WD tour.

To find other places to visit, reviews, and more tourist information, use the Culebra tour planner.

Culebra is just a stone's throw from San Juan. In December, daily temperatures in Culebra can reach 85°F, while at night they dip to 74°F. Wrap up your sightseeing on the 5th (Mon) early enough to fly to Isla de Vieques.

Things to do in Culebra

Parks Beaches Outdoors
Highlights from your plan
Culebrita Island ©
Culebrita Island
Carlos Rosario Beach ©
Carlos Rosario Beach
Culebrita Lighthouse ©
Culebrita Lighthouse

1
night
Isla de Vieques, Puerto Rico

Isla de Vieques ©
For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Start off your visit on the 6th (Tue): tour the pleasant surroundings at Secret Beach, contemplate the long history of Isabel Segunda, find your balance on the water with some of the best stand-up paddleboarding in the area, then get engrossed in the history at Fortin Conde de Mirasol Museum, then take a leisurely stroll along Malecon, and finally take in the exciting artwork at Gallery Galleon.

To see maps, ratings, photos, and tourist information, refer to the Isla de Vieques travel planner.

Isla de Vieques is just a short distance from Culebra. In December, daily temperatures in Isla de Vieques can reach 83°F, while at night they dip to 74°F. Finish up your sightseeing early on the 6th (Tue) so you can travel to St. Croix.

Things to do in Isla de Vieques

Outdoors Adventure Tours
Highlights from your plan
Secret Beach ©
Secret Beach
Stand-Up Paddleboarding
Isabel Segunda ©
Isabel Segunda

2
nights
St. Croix, U.S. Virgin Islands

St. Croix ©
The largest of the U.S.
On the 7th (Wed), tour the pleasant surroundings at St. George Village Botanical Garden, examine the collection at Estate Whim Museum, contemplate the waterfront views at Cane Bay, then trek along Point Udall, and finally stroll through Protestant Cay. On the 8th (Thu), you'll have a packed day of sightseeing: identify plant and animal life at Sandy Point National Wildlife Refuge, steep yourself in history at Little La Grange Farm & Lawaetz Museum, get to know the fascinating history of Estate Mount Washington Plantation, then trek along Carambola Tide Pools, then take a leisurely stroll along Frederiksted Pier, and finally kick back and relax at Rainbow Beach.

To see other places to visit, photos, more things to do, and tourist information, read our St. Croix travel planner.

Traveling by combination of car, flight, and taxi from Isla de Vieques to St. Croix takes an hour. In December, daily temperatures in St. Croix can reach 85°F, while at night they dip to 73°F. Cap off your sightseeing on the 8th (Thu) early enough to travel to Virgin Islands National Park.

Things to do in St. Croix

Parks Outdoors Beaches
Highlights from your plan
St. George Village Botanical Garden ©
Rainbow Beach ©
Rainbow Beach
Carambola Tide Pools ©
Carambola Tide Pools

1
night
Virgin Islands National Park, U.S. Virgin Islands

Virgin Islands National Park ©
The hills, valleys, and tropical rainforest of Virgin Islands National Park tell only half the story, with just as much (if not more) to be found under the sea.
Kick off your visit on the 9th (Fri): explore the activities along Coral Bay, contemplate the waterfront views at Cinnamon Bay, see the vivid underwater world at Waterlemon Cay, then contemplate the long history of Annaberg Sugar Plantation, and finally contemplate the waterfront views at Francis Bay.

For other places to visit, ratings, maps, and tourist information, read Virgin Islands National Park itinerary builder.

You can do a combination of car, flight, and ferry from St. Croix to Virgin Islands National Park in 1.5 hours. In December, daytime highs in Virgin Islands National Park are 85°F, while nighttime lows are 74°F. Wrap up your sightseeing on the 9th (Fri) to allow time to travel to Charlotte Amalie.

Things to do in Virgin Islands National Park

Parks Nature Beaches

Side Trip

St. John
Highlights from your plan
Cinnamon Bay Beach ©
Cinnamon Bay Beach
Waterlemon Cay ©
Waterlemon Cay
Francis Bay ©
Francis Bay

2
nights
Charlotte Amalie, U.S. Virgin Islands

Charlotte Amalie ©
One of the most visited cruise ship destinations in the Caribbean, the town of Charlotte Amalie is known around the world for its duty-free jewelry, perfume, and liquor shops.
Start off your visit on the 10th (Sat): look for gifts at Imperial Jewelers, look for gifts at Grand Jewelers, take in the exciting artwork at Gallery St. Thomas, then stop by Ajanta Jewelers, then get great views at Drake's Seat, and finally make a trip to 99 Steps. On your second day here, stop by House of Rajah Jewelers, head off the coast to Water Island, contemplate the waterfront views at Morningstar Beach, see some colorful creatures with a scuba or snorkeling tour, then enjoy the sand and surf at Bluebeard's Beach, and finally look for gifts at Cardow Jewelers.

For maps, other places to visit, reviews, and other tourist information, go to the Charlotte Amalie trip itinerery planner.

You can do a combination of car and ferry from Virgin Islands National Park to Charlotte Amalie in an hour. Another option is to do a combination of ferry and car. Expect a daytime high around 85°F in December, and nighttime lows around 74°F. Finish up your sightseeing early on the 11th (Sun) so you can catch the ferry to Road Town.

Things to do in Charlotte Amalie

Shopping Parks Nature

Side Trips

St. Thomas, Morningstar Beach, Bluebeard's Beach
Highlights from your plan
Morningstar Beach ©
Morningstar Beach
Drake's Seat ©
Drake's Seat
Grand Jewelers ©
Grand Jewelers

1
night
Road Town, British Virgin Islands

Road Town ©
Road Town, located on Tortola, is the capital of the British Virgin Islands. On the 12th (Mon), choose your vessel at BVI Yacht Charters, see the interesting displays at 1780 Lower Estate Sugar Works Museum, relax and rejuvenate at some of the top local wellness centers, then go for a stroll along the water at Rhone National Marine Park, then take an unforgettable tour with a helicopter tour, and finally view the masterpieces at Sunny Caribbee Spice Shop & Art Gallery.

To see maps, traveler tips, and more tourist information, read our Road Town travel itinerary planner.

You can ride a ferry from Charlotte Amalie to Road Town in an hour. Another option is to fly. Expect a daytime high around 84°F in December, and nighttime lows around 76°F. Wrap up your sightseeing on the 12th (Mon) early enough to drive to British Virgin Islands.

Things to do in Road Town

Transportation Tours Outdoors
Highlights from your plan
BVI Yacht Charters ©
BVI Yacht Charters
1780 Lower Estate Sugar Works Museum ©

2
nights
British Virgin Islands, British Virgin Islands

British Virgin Islands ©
Escape from civilization and take a trip to British Virgin Islands, a collection of 60 small islands and cays in the Virgin Islands archipelago.
Start off your visit on the 13th (Tue): contemplate the waterfront views at Cane Garden Bay, tour the pleasant surroundings at Smuggler's Cove, head off the coast to Cooper Island, then admire all the interesting features of Rumbaba, and finally step off the mainland to explore Dog Islands. Get ready for a full day of sightseeing on the next day: head off the coast to The Dogs, then explore the striking landscape at Norman Island Caves, then examine the collection at Old Government House Museum, and finally explore the striking landscape at The Indians.

To see more things to do, maps, other places to visit, and tourist information, read our British Virgin Islands tour planner.

British Virgin Islands is just a stone's throw from Road Town. December in British Virgin Islands sees daily highs of 84°F and lows of 76°F at night. Wrap up your sightseeing on the 14th (Wed) early enough to fly to Nevis.

Things to do in British Virgin Islands

Nature Parks Beaches
Highlights from your plan
Smuggler's Cove ©
Smuggler's Cove
Cane Garden Bay ©
Cane Garden Bay
Norman Island Caves ©
Norman Island Caves

2
nights
Nevis, St. Kitts and Nevis

Nevis ©
An old British colony that only gained its independence in the 1980s, Nevis remains one of the world's least-spoiled holiday spots.
On the 15th (Thu), contemplate the geological forces at Nevis Peak Hike, tee off at Four Seasons Golf Course, contemplate the long history of Cottle Church, tour the pleasant surroundings at Pinney's Beach, then take an in-depth tour of Museum of Nevis History, and finally take an in-depth tour of Alexander Hamilton House. On the next day, tour the pleasant surroundings at Newcastle Beach, tour the pleasant surroundings at Oualie Beach, steep yourself in history at Montpelier House, then contemplate the waterfront views at Cades Bay Beach, then contemplate the long history of Peak Heaven, and finally stroll the grounds of Jewish Cemetery.

To see traveler tips, more things to do, and more tourist information, use the Nevis trip builder.

You can fly from British Virgin Islands to Nevis in 1.5 hours. In December, daily temperatures in Nevis can reach 84°F, while at night they dip to 77°F. Cap off your sightseeing on the 16th (Fri) early enough to catch the flight to Philipsburg.

Things to do in Nevis

Outdoors Parks Beaches
Highlights from your plan
Nevis Peak Hike ©
Nevis Peak Hike
Newcastle Beach ©
Newcastle Beach
Museum of Nevis History ©
Museum of Nevis History

2
nights
Philipsburg, St. Maarten-St. Martin

Philipsburg ©
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Start off your visit on the 17th (Sat): tour the pleasant surroundings at Great Bay Beach, see some colorful creatures with a scuba or snorkeling tour, see the interesting displays at Yoda Guy Movie Exhibit, look for gifts at Caribbean Gems, then take in the architecture and atmosphere at Mary Star of the Sea Church, and finally kick back and relax at Divi Beach. On the 18th (Sun), you'll have a packed day of sightseeing: kick back and relax at Little Bay Beach, make a trip to Frontstreet, don't miss a visit to Boardwalk, then pause for some serene contemplation at Saint Martin of Tours Church, then enjoy the sand and surf at Maho Beach, and finally kick back and relax at Baie Rouge.

To see ratings, where to stay, other places to visit, and other tourist information, refer to the Philipsburg vacation trip planner.

Fly from Nevis to Philipsburg in an hour. In December, daily temperatures in Philipsburg can reach 84°F, while at night they dip to 76°F. Finish your sightseeing early on the 18th (Sun) to allow enough time to fly to St. Barthelemy.

Things to do in Philipsburg

Beaches Parks Outdoors

Side Trips

Divi Beach, Mary Star of the Sea Church, Maho Beach, Baie Rouge
Highlights from your plan
Little Bay Beach ©
Little Bay Beach
Great Bay Beach ©
Great Bay Beach
Baie Rouge ©
Baie Rouge

2
nights
St. Barthelemy, St. Barthelemy

St. Barthelemy ©
The volcanic island of St.
Kick off your visit on the 19th (Mon): enjoy the sand and surf at Grande Saline Beach, enjoy the sand and surf at Anse des Flamands, steep yourself in history at Corossol, then stroll through Anse du Gouverneur, then kick back and relax at Colombier Beach, and finally enjoy the sand and surf at Petite Anse. Get ready for a full day of sightseeing on the 20th (Tue): enjoy the sand and surf at St. Jean Beach and then look for gifts at Sea Spice.

For where to stay, traveler tips, ratings, and tourist information, you can read our St. Barthelemy trip builder.

St. Barthelemy is very close to Philipsburg. In December, plan for daily highs up to 84°F, and evening lows to 76°F. Wrap up your sightseeing on the 20th (Tue) to allow time to fly to Montserrat.

Things to do in St. Barthelemy

Beaches Parks Outdoors
Highlights from your plan
Anse de Grande Saline ©
Anse de Grande Saline
Colombier Beach ©
Colombier Beach
Anse du Gouverneur ©
Anse du Gouverneur

1
day
Montserrat, Montserrat

Montserrat ©
The Caribbean island of Montserrat can divide its history into two main parts: before 18th July 1995, and after.
On the 21st (Wed), discover the deep blue sea with a scuba or snorkeling tour, tour the pleasant surroundings at Oriole Walkway Trail, examine the collection at Montserrat National Trust, then explore the galleries of Jack Boy Hill Viewing Facility, then trek along Cot Trail, and finally see the interesting displays at Oriole Complex.

To see ratings, photos, traveler tips, and more tourist information, read our Montserrat vacation builder.

You can fly from St. Barthelemy to Montserrat in 3 hours. Expect a daytime high around 80°F in December, and nighttime lows around 75°F. Cap off your sightseeing on the 21st (Wed) early enough to travel to St. John's.

Things to do in Montserrat

Trails Parks Outdoors
Highlights from your plan
Oriole Walkway Trail ©
Oriole Walkway Trail
Montserrat National Museum ©
Montserrat National Museum
Cot Trail ©
Cot Trail

3
nights
St. John's, Antigua and Barbuda

St. John's ©
The capital and largest city of Antigua and Barbuda, St John's represents the commercial and touristic center of the twin-island country.
Relax by the water at Valley Church Beach and Galley Bay Beach. Deepen your sense of the past at sights like Shirley Heights and Monk's Hill. Get out of town with these interesting St. John's side-trips: Harmony Hall (in Freetown) and St Barnabas Anglican Church (in Saint Paul Parish). There's much more to do: view the masterpieces at Zemi Art Gallery, enjoy the sand and surf at Darkwood Beach, contemplate the long history of Fort Barrington National Park, and get engrossed in the history at Betty's Hope.

For photos, other places to visit, ratings, and other tourist information, you can read our St. John's itinerary builder.

You can do a combination of car and flight from Montserrat to St. John's in an hour. December in St. John's sees daily highs of 83°F and lows of 74°F at night. Wrap up your sightseeing on the 24th (Sat) to allow time to travel to Soufriere.

Things to do in St. John's

Outdoors Parks Beaches

Side Trips

Saint Philip Parish, English Harbour, St Barnabas Anglican Church, Darkwood Beach, Valley Church Beach
Highlights from your plan
Darkwood Beach ©
Darkwood Beach
Valley Church Beach ©
Valley Church Beach
Speed Boats Tours

1
night
Soufriere, St. Lucia

Soufriere ©
Home to some of Saint Lucia's landmark buildings and natural features, Soufriere provides travelers with an engaging and direct route into the center of island life.
Start off your visit on the 25th (Sun): explore by horseback at Sugar Loaves Ranch, take an in-depth tour of Pigeon Island Museum and Interpretive Centre, relax in the rural setting at Marquis Estate, then take a stroll through Anse La Raye, then kick back and relax at Anse Couchon, and finally contemplate the waterfront views at Anse des Pitons. Get ready for a full day of sightseeing on the next day: hike along Tet Paul Nature Trail, boost your wellbeing at a local thermal spa, then trot along with a tour on horseback, then experience rural life at Anse Mamin, and finally see the vivid underwater world at Anse Chastanet Beach and Reef.

To see more things to do, traveler tips, ratings, and other tourist information, you can read our Soufriere travel itinerary creator.

Getting from St. John's to Soufriere by combination of car and flight takes about 2.5 hours. December in Soufriere sees daily highs of 85°F and lows of 76°F at night. Wrap up your sightseeing on the 26th (Mon) to allow time to fly to St. George's.

Things to do in Soufriere

Parks Outdoors Beaches

Side Trip

St. Lucia
Highlights from your plan
Tet Paul Nature Trail ©
Tet Paul Nature Trail
Anse Chastanet Beach and Reef ©
Anse Chastanet Beach and Reef
Anse Mamin ©
Anse Mamin

1
night
St. George's, Grenada

St. George's ©
The capital of the Island of Spice, St.
Start off your visit on the 27th (Tue): soothe aching muscles at some of the top local wellness centers, examine the collection at Grenada National Museum, contemplate the long history of Dougaldston Estate, relax and float downstream with a rafting and tubing tour, then contemplate the long history of Fort Frederick, and finally admire the sheer force of Annandale Falls.

To see reviews, traveler tips, maps, and other tourist information, use the St. George's tour planner.

You can fly from Soufriere to St. George's in 3 hours. December in St. George's sees daily highs of 86°F and lows of 75°F at night. Finish up your sightseeing early on the 27th (Tue) so you can catch the flight to Christ Church Parish.

Things to do in St. George's

Adventure Nature Tours
Highlights from your plan
Annandale Falls ©
Annandale Falls
Fort Frederick ©
Fort Frederick
Grenada National Museum ©
Grenada National Museum

3
nights
Christ Church Parish, Barbados

Christ Church Parish ©
Christ Church Parish, situated on the southern tip of Barbados, remains a popular vacation spot thanks to its proximity to an international airport.
Eschew the tourist crowds and head to Mallalieu Motor Collection & Car Museum and Stavronikita. Museum-lovers will appreciate Best of Barbados Gift Shop and Best of Barbados Gift Shop. Explore Christ Church Parish's surroundings by going to St. Nicholas Abbey (in Saint Peter Parish) and Bathsheba Beach (in Bathsheba).

For more things to do, maps, traveler tips, and other tourist information, you can read our Christ Church Parish trip planner.

Traveling by flight from St. George's to Christ Church Parish takes 2.5 hours. In December, daily temperatures in Christ Church Parish can reach 85°F, while at night they dip to 76°F. Finish up your sightseeing early on the 30th (Fri) so you can catch the flight to Morne Trois Pitons National Park.

Things to do in Christ Church Parish

Beaches Parks Outdoors

Side Trips

Bridgetown, George Washington House, Best of Barbados Gift Shop, St. Nicholas Abbey, Crane Beach
Highlights from your plan
George Washington House ©
George Washington House
Bathsheba Beach ©
Bathsheba Beach
Dover Beach ©
Dover Beach

2
nights
Morne Trois Pitons National Park, Dominica

Morne Trois Pitons National Park ©
Designated as a World Heritage Site thanks to its natural beauty and biodiversity, Morne Trois Pitons National Park encompasses a sprawling wilderness area dominated by dramatic volcanic features.
Start off your visit on the 31st (Sat): admire the sheer force of Victoria Falls and then take in the natural beauty of Boiling Lake. On the 1st (Sun), you'll have a packed day of sightseeing: see the interesting displays at Roseau Museum, stroll through Mero Beach, then tour the pleasant surroundings at Titou Gorge, then trek along Emerald Pool Nature Trail, and finally examine the collection at Museum of Rum.

To find traveler tips, reviews, and more tourist information, refer to the Morne Trois Pitons National Park itinerary builder.

Traveling by flight from Christ Church Parish to Morne Trois Pitons National Park takes 2.5 hours. In December in Morne Trois Pitons National Park, expect temperatures between 86°F during the day and 72°F at night. Finish your sightseeing early on the 1st (Sun) to allow enough time to travel to Saint-Martin.

Things to do in Morne Trois Pitons National Park

Parks Nature Outdoors

Side Trips

Roseau, Victoria Falls
Highlights from your plan
Emerald Pool Nature Trail ©
Emerald Pool Nature Trail
Boiling Lake ©
Boiling Lake
Titou Gorge ©
Titou Gorge

1
night
Saint-Martin, St. Maarten-St. Martin

Saint-Martin ©
While the charming Saint-Martin shares its small island with the similarly named Dutch constituency, it offers a distinct, more European atmosphere than its counterpart.
Kick off your visit on the 2nd (Mon): take in the exciting artwork at Minguet Art Gallery, stroll through Le Galion Beach, take in the exciting artwork at Tropismes Gallery, then tour the pleasant surroundings at Happy Bay Beach, then tour the pleasant surroundings at Paradise Peak, and finally contemplate the long history of Concordia Hill.

To find maps, more things to do, where to stay, and tourist information, go to the Saint-Martin trip generator.

Traveling by combination of car and flight from Morne Trois Pitons National Park to Saint-Martin takes 2.5 hours. January in Saint-Martin sees daily highs of 82°F and lows of 75°F at night. Wrap up your sightseeing on the 2nd (Mon) to allow time to travel to Curacao.

Things to do in Saint-Martin

Parks Outdoors Beaches
Highlights from your plan
Happy Bay Beach ©
Happy Bay Beach
Le Galion Beach ©
Le Galion Beach
Concordia Hill ©
Concordia Hill

2
nights
Curacao, Curacao

Curacao ©
Take a trip to Curacao and lounge on its picture-perfect beaches and coves.
On the 3rd (Tue), enjoy the sand and surf at Mambo Beach, explore the different monuments and memorials at Otrobanda, take in the waterfront at Handelskade, then get engrossed in the history at Kura Hulanda Museum, then see some colorful creatures with a scuba or snorkeling tour, and finally kick back and relax at Jan Thiel Beach. Keep things going the next day: take in the views from Queen Juliana Bridge, contemplate the long history of Fort Nassau, examine the collection at Mikve Israel-Emanuel Synagogue, then enjoy the sand and surf at Playa Kenepa Chiki, then tour the pleasant surroundings at Playa Lagun, and finally look for all kinds of wild species at Flamingo Sanctuary Sint Willibrordus.

To see more things to do, other places to visit, and other tourist information, use the Curacao tour planner.

Getting from Saint-Martin to Curacao by combination of car and flight takes about 2 hours. In January in Curacao, expect temperatures between 85°F during the day and 75°F at night. Cap off your sightseeing on the 4th (Wed) early enough to catch the flight to Kralendijk.

Things to do in Curacao

Parks Beaches Outdoors
Highlights from your plan
Playa Lagun ©
Playa Lagun
Kura Hulanda Museum ©
Kura Hulanda Museum
Playa Kenepa Chiki ©
Playa Kenepa Chiki

1
night
Kralendijk, Bonaire

Kralendijk ©
The capital city and main port Bonaire, Kralendijk possesses a rich and varied history and natural heritage to explore on an adventurous and diverse itinerary.
On the 5th (Thu), don't miss a visit to Slave Huts, kick back and relax at Playa Lechi, see the vivid underwater world at Bari Reef, relax in the rural setting at Aletta's Goat Farm, then steep yourself in history at Hilma Hooker, and finally view the masterpieces at Jan Art Gallery.

To find reviews, photos, maps, and more tourist information, read our Kralendijk vacation builder.

Traveling by flight from Curacao to Kralendijk takes an hour. In January, plan for daily highs up to 85°F, and evening lows to 76°F. Wrap up your sightseeing on the 5th (Thu) early enough to fly to Oranjestad.

Things to do in Kralendijk

Parks Beaches Outdoors

Side Trip

Bonaire
Highlights from your plan
Bari Reef ©
Bari Reef
Hilma Hooker ©
Hilma Hooker
Slave Huts at White Pan ©
Slave Huts at White Pan

4
nights
Oranjestad, Aruba

Oranjestad ©
When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
Eschew the tourist crowds and head to Eagle Beach and Aruba Glass Ceramics. You'll explore and learn at Archaeological Museum of Aruba and Cosecha. Get out of town with these interesting Oranjestad side-trips: California Lighthouse (in Palm - Eagle Beach) and Baby Beach (in San Nicolas). The adventure continues: explore the world behind art at Etnia Nativa, experience rural life at Butterfly Farm, discover the deep blue sea with a scuba or snorkeling tour, and kick back and relax at Manchebo Beach.

To see other places to visit, photos, reviews, and other tourist information, you can read our Oranjestad itinerary maker.

Getting from Kralendijk to Oranjestad by flight takes about an hour. January in Oranjestad sees daily highs of 86°F and lows of 76°F at night. Finish your sightseeing early on the 9th (Mon) to allow enough time to travel to Varadero.

Things to do in Oranjestad

Parks Outdoors Beaches

Side Trips

Palm - Eagle Beach, Noord, Aruba, Arashi Beach, Baby Beach
Highlights from your plan
Manchebo Beach ©
Manchebo Beach
Malmok Beach ©
Malmok Beach
Scuba & Snorkeling

1
day
Varadero, Cuba

Varadero ©
One of the largest resort towns in the Caribbean, Varadero boasts a 20 km (12 mi) long stretch of sand, lined with hotels and all-inclusive resorts.
Start off your visit on the 10th (Tue): look for gifts at Plaza Las Morlas, fly like a bird with a parasailing or paragliding tour, enjoy the sand and surf at Coral Beach, see the interesting displays at House of Rum, then contemplate the long history of Ambrosio Cave, and finally tour the pleasant surroundings at Cayo Blanco.

For maps, ratings, traveler tips, and tourist information, use the Varadero online itinerary creator.

Traveling by combination of bus and flight from Oranjestad to Varadero takes 10.5 hours. You'll gain 1 hour traveling from Oranjestad to Varadero due to the time zone difference. Traveling from Oranjestad in January, things will get slightly colder in Varadero: highs are around 78°F and lows about 61°F. Wrap up your sightseeing on the 10th (Tue) to allow time to drive to Trinidad.

Things to do in Varadero

Beaches Parks Outdoors

Side Trip

Cayos Blancos
Highlights from your plan
Coral Beach - Playa Coral ©
Coral Beach - Playa Coral
Cayos Blancos ©
Cayos Blancos
Cueva de Ambrosio ©
Cueva de Ambrosio

3
nights
Trinidad, Cuba

Trinidad ©
Built on sugar and seemingly preserved in molasses, the town of Trinidad attracts visitors with its well-aged 19th century architecture and rustic charm, showcasing the sounds, scents, and sights of days gone by.
Visiting Ancon Beach and Parque el Cubano will get you outdoors. Deepen your sense of the past at sights like Iglesia Parroquial Mayor del Espiritu Santo and Palacio de Valle. Explore the numerous day-trip ideas around Trinidad: Topes de Collantes (in Topes de Collantes) and Cienfuegos (Rancho Luna Beach, Delfinario de Cienfuegos, & more). The adventure continues: take in the exciting artwork at Basso Art & Souvenir Gallery, see the interesting displays at Museo Nacional de la Lucha Contra Bandidos, admire the sheer force of Salto del Caburni, and take a pleasant ride with a tour on horseback.

To see photos, traveler tips, and more tourist information, read Trinidad vacation builder.

Traveling by taxi from Varadero to Trinidad takes 4 hours. Alternatively, you can take a bus. In January, plan for daily highs up to 82°F, and evening lows to 65°F. Wrap up your sightseeing on the 13th (Fri) early enough to travel back home.

Things to do in Trinidad

Parks Outdoors Museums

Side Trips

Cienfuegos, Sancti Spiritus, Topes de Collantes
Highlights from your plan
Topes de Collantes ©
Topes de Collantes
Palacio de Valle ©
Palacio de Valle
Salto del Caburni ©
Salto del Caburni

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