36 days in Caribbean Itinerary

36 days in Caribbean Itinerary

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Route & dates

36 days in Caribbean Itinerary

Start: Oslo, Norway
Fly:  16​h
1
San Juan, Puerto Rico
— 6 nights
Fly:  30​min
2
Culebra, Puerto Rico
— 4 nights
Fly + Drive:  2​h 15​min
3
Isla de Vieques, Puerto Rico
— 7 nights
Fly:  4​h 45​min
4
Punta Cana, Dominican Republic
— 4 nights
shuttle + Fly:  2​h 45​min
5
Providenciales, Turks and Caicos
— 4 nights
Fly:  5​h 45​min
6
Seven Mile Beach, Cayman Islands
— 3 nights
Fly:  2​h
7
Havana, Cuba
— 7 nights
Fly:  16​h 15​min
End: Oslo, Norway

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 find plenty of places to visit near San Juan: Museo del Tabaco Caguas (in Caguas), El Yunque Rain Forest (in El Yunque National Forest) and Luquillo Beach (in Luquillo). There's lots more to do: appreciate the extensive heritage of Old San Juan, take in the architecture and atmosphere at Catedral Metropolitana Basilica de San Juan Bautista, steep yourself in history at Sitio Histórico de San Juan, and take a stroll through Ocean Park.

To find where to stay, ratings, maps, and tourist information, use the San Juan planning site .

Oslo, Norway to San Juan is an approximately 16-hour flight. You can also do a combination of flight and car. Traveling from Oslo to San Juan, you'll gain 5 hours due to the time zone difference. Prepare for warmer weather when traveling from Oslo in June: high temperatures in San Juan hover around 37°C and lows are around 30°C. Wrap up your sightseeing on the 26th (Fri) to allow time to fly to Culebra.

Things to do in San Juan

Outdoors Tours Parks

Side Trips

Ponce, Museo del Tabaco Caguas, Luquillo Beach, El Yunque Rain Forest
Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Canyoning & Rappelling Tours

4
nights
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.
Culebra is known for beaches, wildlife, nature, outdoors, and adventure. Your plan includes some of its best attractions: tour the pleasant surroundings at Flamenco Beach, enjoy the sea views from Culebrita Lighthouse, step off the mainland to explore Culebrita Island, and browse the collection at Culebra Public Library.

To find photos, traveler tips, maps, and more tourist information, you can read our Culebra trip planner .

Culebra is just a stone's throw from San Juan. In June in Culebra, expect temperatures between 37°C during the day and 30°C at night. Finish up your sightseeing early on the 30th (Tue) so you can travel to Isla de Vieques.

Things to do in Culebra

Parks Beaches Outdoors
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Culebrita Island ©
Culebrita Island
Zoni Beach ©
Zoni Beach

7
nights
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.
Isla de Vieques is known for nature, beaches, wildlife, adventure, and nightlife. Your plan includes some of its best attractions: explore the activities along Sun Bay Beach, look for all kinds of wild species at Vieques National Wildlife Refuge, enjoy the sand and surf at Caracas Beach, and step off the mainland to explore Vieques Island.

To find photos, traveler tips, other places to visit, and tourist information, read our Isla de Vieques trip itinerary maker website .

Traveling by combination of flight and car from Culebra to Isla de Vieques takes 2.5 hours. Alternatively, you can ride a ferry. In June, daytime highs in Isla de Vieques are 36°C, while nighttime lows are 30°C. Finish your sightseeing early on the 7th (Tue) so you can travel to Punta Cana.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Media Luna Beach ©
Media Luna Beach

4
nights
Punta Cana, Dominican Republic

Punta Cana ©
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.
Step out of Punta Cana with an excursion to Altos de Chavon in La Romana--about 1h 20 min away. And it doesn't end there: get close to the beloved marine mammals with a swim-with-the-dolphins experience, identify plant and animal life at Wildlife Areas, head off the coast to Saona Island, and test your team's savvy at Escape Room Punta Cana.

To find maps, ratings, traveler tips, and other tourist information, go to the Punta Cana vacation planning app .

Getting from Isla de Vieques to Punta Cana by flight takes about 5 hours. Other options: do a combination of flight and shuttle; or do a combination of ferry and bus. In July, daily temperatures in Punta Cana can reach 36°C, while at night they dip to 29°C. Wrap up your sightseeing on the 11th (Sat) to allow time to travel to Providenciales.

Things to do in Punta Cana

Outdoors Wildlife Tours

Side Trip

Altos de Chavon
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Swim with Dolphins
Saona Island ©
Saona Island

4
nights
Providenciales, Turks and Caicos

Providenciales ©
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Providenciales is known for wildlife, beaches, adventure, nature, and spas. Your plan includes some of its best attractions: enjoy the sand and surf at Grace Bay Beach, explore the gorgeous colors at Smith's Reef, tour the pleasant surroundings at Taylor Bay Beach, and step off the mainland to explore Little Water Cay.

To see traveler tips, maps, photos, and more tourist information, read Providenciales attractions planning website .

Do a combination of shuttle and flight from Punta Cana to Providenciales in 3 hours. The time zone difference when traveling from Punta Cana to Providenciales is minus 1 hour. In July, plan for daily highs up to 37°C, and evening lows to 31°C. Cap off your sightseeing on the 15th (Wed) early enough to travel to Seven Mile Beach.

Things to do in Providenciales

Parks Outdoors Beaches

Side Trip

Smith's Reef
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Provo Golf Club ©
Provo Golf Club
Little Water Cay ©
Little Water Cay

3
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach is known for wildlife, beaches, adventure, spas, and golf. Your plan includes some of its best attractions: look for all kinds of wild species at Stingray City Grand Cayman, admire all the interesting features of Hell Gift Store, try out the rides at Cayman Turtle Centre: Island Wildlife Encounter, and explore the fascinating underground world of Cayman Crystal Caves.

To see photos, more things to do, maps, and more tourist information, read our Seven Mile Beach trip planner .

Fly from Providenciales to Seven Mile Beach in 6 hours. In July, plan for daily highs up to 38°C, and evening lows to 30°C. Wrap up your sightseeing on the 18th (Sat) to allow time to travel to Havana.

Things to do in Seven Mile Beach

Parks Wildlife Outdoors

Side Trips

Grand Cayman, Cayman Turtle Centre: Island Wildlife Encounter, Cayman Spirits Co. Distillery
Highlights from your plan
Scuba & Snorkeling
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Seven Mile Beach ©
Seven Mile Beach

7
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Get out of town with these interesting Havana side-trips: Cayo Largo (Playa Paraiso & Sirena Beach). There's still lots to do: get to know the fascinating history of El Malecon, contemplate the long history of Fortaleza de San Carlos de la Cabana, don't miss a visit to Old Havana, and capture your vacation like a pro with an inspiring photography tour.

To find more things to do, reviews, and more tourist information, read our Havana tour planner.

Traveling by flight from Seven Mile Beach to Havana takes 2 hours. Plan for a bit cooler nights when traveling from Seven Mile Beach in July since evenings lows in Havana dip to 26°C. Finish up your sightseeing early on the 25th (Sat) so you can travel back home.

Things to do in Havana

Historic Sites Parks Beaches

Side Trip

Cayo Largo
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Playa Paraiso ©
Playa Paraiso

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