15 days in Caribbean Itinerary

15 days in Caribbean Itinerary

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Route & dates

15 days in Caribbean Itinerary

Start: London, United Kingdom
Fly:  12​h 30​min
1
Havana, Cuba
— 2 nights
Fly:  2​h
2
Seven Mile Beach, Cayman Islands
— 2 nights
Fly:  8​h 15​min
3
Isla de Vieques, Puerto Rico
— 2 nights
Fly:  2​h
4
San Juan, Puerto Rico
— 4 nights
Fly:  2​h 45​min
5
Santo Domingo, Dominican Republic
— 3 nights
shuttle + Fly:  12​h 30​min
End: London, United Kingdom

2
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
On the 7th (Sun), get to know the fascinating history of Old Havana, appreciate the extensive heritage of El Malecon, and then stroll the grounds of Christopher Columbus Cemetery (Cemetario de Colon). Get ready for a full day of sightseeing on the next day: make a trip to Plaza de la Catedral, steep yourself in history at Old Square (Plaza Vieja), then contemplate the long history of Fortaleza de San Carlos de la Cabana, and finally contemplate the long history of El Morro.

For ratings, photos, traveler tips, and more tourist information, read Havana trip itinerary planner.

London, UK to Havana is an approximately 12.5-hour flight. You can also do a combination of flight and train. The time zone difference moving from Greenwich Mean Time (GMT) to Cuba Standard Time (CST) is minus 5 hours. Traveling from London in June, things will get somewhat warmer in Havana: highs are around 36°C and lows about 26°C. Finish your sightseeing early on the 8th (Mon) so you can travel to Seven Mile Beach.

Things to do in Havana

Historic Sites Neighborhoods
Highlights from your plan
Old Havana ©
Old Havana
El Malecon ©
El Malecon
Old Square (Plaza Vieja) ©
Old Square (Plaza Vieja)

2
nights
Seven Mile Beach, Cayman Islands

On the 9th (Tue), see some colorful creatures with a scuba or snorkeling tour, take an in-depth tour of Cayman Islands National Museum, and then look for all kinds of wild species at Stingray City Grand Cayman. Get ready for a full day of sightseeing on the 10th (Wed): cool off at Cayman Turtle Centre: Island Wildlife Encounter, then make a trip to Hell Gift Store, and then enjoy the sand and surf at Seven Mile Beach.

To find more things to do, other places to visit, ratings, and tourist information, read Seven Mile Beach journey maker tool .

You can fly from Havana to Seven Mile Beach in 2 hours. Traveling from Havana in June, Seven Mile Beach is a bit warmer at night with lows of 30°C. Wrap up your sightseeing on the 10th (Wed) early enough to travel to Isla de Vieques.

Things to do in Seven Mile Beach

Parks Wildlife Outdoors

Side Trips

Grand Cayman, Cayman Islands National Museum, Cayman Turtle Centre: Island Wildlife Encounter
Highlights from your plan
Scuba & Snorkeling
Stingray City Grand Cayman ©
Stingray City Grand Cayman

2
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.
Shop till you drop at Siddhia Hutchinson Fine Art Gallery and Gallery Galleon. Take a break from the city and head to Sun Bay Beach and Stand-Up Paddleboarding. And it doesn't end there: browse the eclectic array of goods at Fish Market, kick back and relax at Media Luna Beach, look for gifts at Isla Vida, and identify plant and animal life at Vieques National Wildlife Refuge.

To find reviews, where to stay, maps, and other tourist information, go to the Isla de Vieques attractions planner .

Traveling by flight from Seven Mile Beach to Isla de Vieques takes 8.5 hours. You'll lose 1 hour traveling from Seven Mile Beach to Isla de Vieques due to the time zone difference. In June in Isla de Vieques, expect temperatures between 36°C during the day and 30°C at night. Finish up your sightseeing early on the 13th (Sat) so you can travel to San Juan.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
Stand-Up Paddleboarding

4
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Old San Juan and Depigment Art will appeal to history buffs. Visiting El Yunque Rain Forest and Waterskiing & Jetskiing will get you outdoors. Explore San Juan's surroundings by going to The Outlet Mall 66 (in Canovanas), Caribbean Trading Company Store (in Palmer) and Estudio de Arte Samuel Lind (in Loiza). And it doesn't end there: browse the different shops at Plaza Las Americas, browse for treasures at El Alcazar, take in the exciting artwork at The Poet's Passage, and get a taste of the local shopping with Casa Escute.

For other places to visit, maps, where to stay, and other tourist information, read San Juan trip website .

You can fly from Isla de Vieques to San Juan in 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and shuttle. Expect a daytime high around 37°C in June, and nighttime lows around 30°C. Finish up your sightseeing early on the 17th (Wed) so you can travel to Santo Domingo.

Things to do in San Juan

Shopping Historic Sites Nature

Side Trips

Casa Escute, The Outlet Mall 66, Caribbean Trading Company Store, Estudio de Arte Samuel Lind, El Yunque Rain Forest
Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

3
nights
Santo Domingo, Dominican Republic

Santo Domingo ©
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
On the 18th (Thu), don't miss a visit to Columbus Lighthouse (Faro A Colon), contemplate in the serene atmosphere at Catedral Primada de America, then explore the world behind art at Amber Museum, then step into the grandiose world of Alcazar de Colon, and finally steep yourself in history at Fortaleza Ozama. Keep things going the next day: make a trip to Zona Colonial and then shop like a local with Mercado Modelo.

Plan a Santo Domingo trip in moments using our itinerary builder.

Fly from San Juan to Santo Domingo in 3 hours. Alternatively, you can do a combination of flight and shuttle; or ride a ferry. Finish up your sightseeing early on the 20th (Sat) so you can travel back home.

Things to do in Santo Domingo

Historic Sites Museums Shopping
Highlights from your plan
Alcazar de Colon ©
Alcazar de Colon
Catedral Primada de America
Catedral Primada de America
Zona Colonial ©
Zona Colonial

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