14 days in Caribbean Itinerary

14 days in Caribbean Itinerary

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Route & dates

14 days in Caribbean Itinerary

Start: Portland, United States
Fly:  12​h
1
Palm - Eagle Beach, Aruba
— 2 nights
Fly:  9​h 30​min
2
Castries, St. Lucia
— 3 nights
Fly:  5​h 45​min
3
Santo Domingo, Dominican Republic
— 3 nights
Fly:  7​h 15​min
4
Seven Mile Beach, Cayman Islands
— 2 nights
Fly:  12​h
End: Portland, United States


Learn more about your trip

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.
Go for a jaunt from Palm - Eagle Beach to San Nicolas to see Baby Beach about 48 minutes away. Next up on the itinerary: enjoy the sand and surf at Eagle Beach, stroll through Palm Beach, steep yourself in history at Antilla Shipwreck, and explore the wealth of natural beauty at Arikok National Park.

To see where to stay, ratings, reviews, and other tourist information, read our Palm - Eagle Beach trip builder website .

Portland, USA to Palm - Eagle Beach is an approximately 12-hour flight. Traveling from Portland to Palm - Eagle Beach, you'll lose 4 hours due to the time zone difference. Prepare for much hotter weather when traveling from Portland in November: high temperatures in Palm - Eagle Beach hover around 89°F and lows are around 79°F. Wrap up your sightseeing on the 28th (Thu) early enough to travel to Castries.

Things to do in Palm - Eagle Beach

Parks Outdoors Beaches

Side Trips

Baby Beach, California Lighthouse, Arikok National Park
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Baby Beach ©
Baby Beach

3
nights
Castries, St. Lucia

Castries ©
The capital and largest city in Saint Lucia, Castries has a number of cultural sites to explore, and recreational areas to enjoy.
Explore Castries' surroundings by going to Soufriere (Diamond Falls Botanical Gardens, Speed Boats Tours, & more). There's still lots to do: explore the wealth of natural beauty at Pigeon Island National Park, explore the striking landscape at Gros Piton, take in the spiritual surroundings of Immaculate Conception Church, and take a stroll through Rodney Bay.

For other places to visit, maps, photos, and other tourist information, use the Castries trip itinerary app .

You can fly from Palm - Eagle Beach to Castries in 9.5 hours. In November, plan for daily highs up to 86°F, and evening lows to 76°F. Wrap up your sightseeing on the 2nd (Mon) to allow time to travel to Santo Domingo.

Things to do in Castries

Parks Nature Outdoors

Side Trips

Soufriere, St. Lucia
Highlights from your plan
Rodney Bay ©
Rodney Bay
Pigeon Island National Park ©
Pigeon Island National Park
Diamond Falls Botanical Gardens ©
Diamond Falls Botanical Gardens

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.
Santo Domingo is known for historic sites, nature, shopping, museums, and beaches. Your plan includes some of its best attractions: don't miss a visit to Zona Colonial, contemplate the long history of Fortaleza Ozama, take in the architecture and atmosphere at Basilica Cathedral of Santa Maria la Menor, and ponder the world of politics at National Pantheon (Pantheon Nacional).

For reviews, where to stay, and tourist information, you can read our Santo Domingo online tour planner .

You can fly from Castries to Santo Domingo in 6 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of bus and flight. Wrap up your sightseeing on the 5th (Thu) to allow time to travel to Seven Mile Beach.

Things to do in Santo Domingo

Historic Sites Parks Nature
Highlights from your plan
Catedral Primada de America
Catedral Primada de America
Zona Colonial ©
Zona Colonial
Alcazar de Colon ©
Alcazar de Colon

2
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach ©
On the 6th (Fri), enjoy the sand and surf at Seven Mile Beach, then discover the deep blue sea with a scuba or snorkeling tour, and then soothe aching muscles at some of the top local wellness centers. Get ready for a full day of sightseeing on the 7th (Sat): brush up on your knowledge of spirits at Cayman Spirits Co. Distillery, explore the striking landscape at Hell Gift Store, and then enjoy the sand and surf at Governors Beach.

For other places to visit, photos, reviews, and more tourist information, you can read our Seven Mile Beach itinerary planner.

You can fly from Santo Domingo to Seven Mile Beach in 7.5 hours. Alternatively, you can do a combination of shuttle and flight; or do a combination of bus, shuttle, and flight. You'll gain 1 hour traveling from Santo Domingo to Seven Mile Beach due to the time zone difference. In December in Seven Mile Beach, expect temperatures between 84°F during the day and 75°F at night. Wrap up your sightseeing on the 7th (Sat) to allow time to travel back home.

Things to do in Seven Mile Beach

Outdoors Parks Beaches

Side Trips

Cayman Spirits Co. Distillery, Hell Gift Store
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Scuba & Snorkeling
Governors Beach ©
Governors Beach

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