8 days in Caribbean Itinerary

8 days in Caribbean Itinerary

Created using Inspirock Caribbean itinerary builder

This plan was created by another user. Make it your plan

Route & dates

Start: Washington DC, United States
Bus + Fly:  4 h 30 min
1
George Town, Cayman Islands
— 1 night
Fly:  1 h 30 min
2
Havana, Cuba
— 2 nights
Fly:  2 h 45 min
3
Santo Domingo, Dominican Republic
— 2 nights
Fly:  2 h 15 min
4
Palm - Eagle Beach, Aruba
— 2 nights
Fly + Bus:  5 h 45 min
End: Washington DC, United States

1
night
George Town, Cayman Islands

George Town ©
George Town is a city situated on Grand Cayman island of the Cayman Islands. On the 17th (Tue), brush up on your knowledge of spirits at Cayman Spirits Co. Distillery. Get ready for a full day of sightseeing on the 18th (Wed): take an in-depth tour of Cayman Islands National Museum, stroll through Stingray City Grand Cayman, and then tour the pleasant surroundings at Mastic Trail.

To find where to stay, reviews, photos, and other tourist information, read George Town online road trip planner.

Washington DC, USA to George Town is an approximately 4.5- hour combination of bus and flight. You can also do a combination of train and flight; or fly. Traveling from Washington DC in November, things will get warmer in George Town: highs are around 85°F and lows about 77°F. Finish your sightseeing early on the 18th (Wed) to allow enough time to travel to Havana.

Things to do in George Town

Wildlife Parks Museums

Side Trip

Grand Cayman
Find places to stay Nov 17 — 18:
Highlights from your plan
Cayman Spirits Co. Distillery ©
Cayman Spirits Co. Distillery
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Mastic Trail ©
Mastic Trail

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.
Start off your visit on the 19th (Thu): appreciate the extensive heritage of Old Havana, don't miss a visit to Plaza de la Catedral, and then get to know the fascinating history of Malecón of Havana. Here are some ideas for day two: get engrossed in the history at Museum of the Revolution (Museo de la Revolucion), then contemplate the long history of Fortaleza de San Carlos de la Cabana, then make a trip to Plaza de Armas, and finally don't miss a visit to El Capitolio.

For photos, other places to visit, where to stay, and tourist information, go to the Havana trip itinerary planning site.

Getting from George Town to Havana by flight takes about 1.5 hours. Expect a bit cooler evenings in Havana when traveling from George Town in November, with lows around 65°F. Finish your sightseeing early on the 20th (Fri) so you can travel to Santo Domingo.

Things to do in Havana

Historic Sites Museums
Find places to stay Nov 18 — 20:
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Plaza de la Catedral ©
Plaza de la Catedral

2
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 21st (Sat), don't miss a visit to Zona Colonial and then steep yourself in history at Fortaleza Ozama. On the 22nd (Sun), you'll have a packed day of sightseeing: appreciate the history behind Columbus Lighthouse (Faro A Colon), then take in the spiritual surroundings of Catedral Primada de America, then explore the historical opulence of Alcazar de Colon, and finally admire nature's wide array of creatures at National Aquarium.

To see photos, traveler tips, more things to do, and other tourist information, read our Santo Domingo vacation website.

Fly from Havana to Santo Domingo in 3 hours. You'll lose 1 hour traveling from Havana to Santo Domingo due to the time zone difference. Cap off your sightseeing on the 22nd (Sun) early enough to travel to Palm - Eagle Beach.

Things to do in Santo Domingo

Historic Sites Zoos & Aquariums Parks
Find places to stay Nov 20 — 22:
Highlights from your plan
Alcazar de Colon ©
Alcazar de Colon
Zona Colonial ©
Zona Colonial
Fortaleza Ozama ©
Fortaleza Ozama

2
nights
Palm - Eagle Beach, Aruba

Palm - Eagle Beach ©
A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
Start off your visit on the 23rd (Mon): enjoy the sand and surf at Eagle Beach and then tour the pleasant surroundings at Hadicurari Beach. On the next day, stroll through Palm Beach and then enjoy the sea views from California Lighthouse.

For traveler tips, more things to do, ratings, and more tourist information, you can read our Palm - Eagle Beach road trip planning tool.

You can fly from Santo Domingo to Palm - Eagle Beach in 2.5 hours. In November, daily temperatures in Palm - Eagle Beach can reach 89°F, while at night they dip to 79°F. Wrap up your sightseeing on the 24th (Tue) to allow time to travel back home.

Things to do in Palm - Eagle Beach

Beaches Outdoors Parks

Side Trip

Noord
Find places to stay Nov 22 — 24:
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
California Lighthouse ©
California Lighthouse

Similar Plans

9 days in Caribbean BY A USER FROM UNITED STATES July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems Preferences: July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 9 days in Caribbean BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, romantic, beaches, wildlife, hidden gems Preferences: September, culture, outdoors, relaxing, romantic, beaches, wildlife Attraction style: Hidden gems Pace: Medium 10 days in Caribbean & Saba BY A USER FROM UNITED STATES July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems Preferences: July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 10 days in Caribbean, South America & Central America BY A USER FROM UNITED STATES July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife, hidden gems Preferences: July, teens, culture, outdoors, relaxing, beaches, historic sites, wildlife Attraction style: Hidden gems Pace: Medium 9 days in Central America & Caribbean BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, beaches, historic sites, wildlife, popular & hidden gems Preferences: June, culture, outdoors, relaxing, beaches, historic sites, wildlife Attraction style: Popular & hidden gems Pace: Medium 60 days in Europe, Caribbean, Central America, United States, Canada, South Pacific, Asia, Africa & South America BY A USER FROM UNITED KINGDOM April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular & hidden gems Preferences: April, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 10 days in Caribbean BY A USER FROM UNITED STATES December, culture, outdoors, popular & hidden gems Preferences: December, culture, outdoors Attraction style: Popular & hidden gems Pace: Medium 15 days in Caribbean BY A USER FROM UNITED STATES August, teens, outdoors, relaxing, beaches, shopping, popular & hidden gems Preferences: August, teens, outdoors, relaxing, beaches, shopping Attraction style: Popular & hidden gems Pace: Medium 12 days in Caribbean BY A USER FROM UNITED STATES June, teens, kids, popular sights Preferences: June, teens, kids Attraction style: Popular sights Pace: Medium 15 days in Caribbean BY A USER FROM UNITED KINGDOM July, relaxing, romantic, beaches, slow & easy, popular & hidden gems Preferences: July, relaxing, romantic, beaches Attraction style: Popular & hidden gems Pace: Slow & easy 10 days in Caribbean BY A USER FROM UNITED STATES December, culture, outdoors, relaxing, romantic, popular sights Preferences: December, culture, outdoors, relaxing, romantic Attraction style: Popular sights Pace: Medium 12 days in Caribbean BY A USER FROM AUSTRALIA January, teens, popular sights Preferences: January, teens Attraction style: Popular sights Pace: Medium
See more plans