31 days in Caribbean Itinerary

31 days in Caribbean Itinerary

Created using Inspirock Caribbean trip planner

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

Route & dates

31 days in Caribbean Itinerary

Start: Port of Spain, Trinidad and Tobago
+2
Fly + foot + ferry:  6​h 15​min
1
Shoal Bay Village, Anguilla
— 5 nights
+2
Drive + Fly + Drive:  4​h 45​min
2
Magens Bay, U.S. Virgin Islands
— 3 nights
Fly:  2​h 15​min
3
Culebra, Puerto Rico
— 5 nights
Fly:  8​h
4
Providenciales, Turks and Caicos
— 5 nights
Fly:  5​h 45​min
5
Seven Mile Beach, Cayman Islands
— 5 nights
Fly:  6​h 15​min
6
Palm - Eagle Beach, Aruba
— 5 nights
Fly:  6​h
End: Port of Spain, Trinidad and Tobago

5
nights
Shoal Bay Village, Anguilla

Shoal Bay Village ©
You'll visit kid-friendly attractions like Shoal Bay and Rendezvous Bay Beach. Get out of town with these interesting Shoal Bay Village side-trips: West End Village (Devonish Art Gallery & Limin' Boutique).

For traveler tips, reviews, photos, and more tourist information, read our Shoal Bay Village trip maker .

Port of Spain, Trinidad and Tobago to Shoal Bay Village is an approximately 6.5-hour combination of flight and ferry. You can also fly. In August, daily temperatures in Shoal Bay Village can reach 37°C, while at night they dip to 30°C. Wrap up your sightseeing on the 4th (Wed) early enough to travel to Magens Bay.

Things to do in Shoal Bay Village

Parks Beaches Outdoors

Side Trips

West End Village, Anguilla, The Valley, Sandy Ground, Heritage Collection
Highlights from your plan
Shoal Bay ©
Shoal Bay
Rendezvous Bay Beach ©
Rendezvous Bay Beach
Meads Bay ©
Meads Bay

3
nights
Magens Bay, U.S. Virgin Islands

Magens Bay ©
Bring the kids along to Magens Bay and Coki Point Beach. You'll find plenty of places to visit near Magens Bay: Virgin Islands National Park (Maho Bay & Trunk Bay) and Scott Bay Beach (in Caneel Bay).

Planning Magens Bay trip won't be overwheling when you use's Insprock itinerary maker.

Explore your travel options from Shoal Bay Village to Magens Bay with the Route module. In September, plan for daily highs up to 37°C, and evening lows to 30°C. Wrap up your sightseeing on the 7th (Sat) to allow time to travel to Culebra.

Things to do in Magens Bay

Parks Beaches Outdoors

Side Trips

East End, Charlotte Amalie, Virgin Islands National Park, Scott Bay Beach
Highlights from your plan
Magens Bay ©
Magens Bay
Trunk Bay ©
Trunk Bay
Coral World Ocean Park ©
Coral World Ocean Park

5
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.
Kids will appreciate attractions like Flamenco Beach and Tamarindo Beach. The adventure continues: kick back and relax at Zoni Beach, stroll through Brava Beach, browse the collection at Culebra Public Library, and visit a coastal fixture at Culebrita Lighthouse.

For more things to do, other places to visit, photos, and other tourist information, refer to the Culebra vacation builder website .

Fly from Magens Bay to Culebra in 2.5 hours. In September, plan for daily highs up to 37°C, and evening lows to 30°C. Finish your sightseeing early on the 12th (Thu) to allow enough time to travel to Providenciales.

Things to do in Culebra

Parks Beaches Outdoors
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Tamarindo Beach ©
Tamarindo Beach

5
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.
Kids will appreciate attractions like Grace Bay Beach and Half Moon Bay. There's much more to do: enjoy the sand and surf at Taylor Bay Beach, tour the pleasant surroundings at Long Bay Beach, explore the activities along Sapodilla Bay Beach, and see the vivid underwater world at Smith's Reef.

To see more things to do, traveler tips, ratings, and other tourist information, you can read our Providenciales road trip planner .

Getting from Culebra to Providenciales by flight takes about 8 hours. Other options: do a combination of ferry, shuttle, and flight; or do a combination of ferry and flight. The time zone difference moving from Atlantic Standard Time (AST) to Eastern Standard Time (EST) is minus 1 hour. In September in Providenciales, expect temperatures between 38°C during the day and 31°C at night. Wrap up your sightseeing on the 18th (Wed) to allow time 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
Half Moon Bay ©
Half Moon Bay
Long Bay Beach ©
Long Bay Beach

5
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach ©
Bring the kids along to Seven Mile Beach and Rum Point.

To see photos, maps, and more tourist information, refer to the Seven Mile Beach journey site .

Traveling by flight from Providenciales to Seven Mile Beach takes 6 hours. September in Seven Mile Beach sees daily highs of 37°C and lows of 30°C at night. Wrap up your sightseeing on the 23rd (Mon) to allow time to travel to Palm - Eagle Beach.

Things to do in Seven Mile Beach

Parks Outdoors Wildlife

Side Trips

Grand Cayman, George Town, Cayman Turtle Centre: Island Wildlife Encounter
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Rum Point ©
Rum Point

5
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.
Kids will appreciate attractions like Eagle Beach and Malmok Beach. Go for a jaunt from Palm - Eagle Beach to San Nicolas to see Baby Beach about 48 minutes away. Next up on the itinerary: kick back and relax at Palm Beach, steep yourself in history at Bushiribana Gold Mill Ruins, go deep with a submarine tour, and stroll through Hadicurari Beach.

Plan my day in Palm - Eagle Beach using traveler tips and tourist information provided by Inspirock.

You can fly from Seven Mile Beach to Palm - Eagle Beach in 6.5 hours. The time zone difference moving from Eastern Standard Time to Atlantic Standard Time is 1 hour. In September, plan for daily highs up to 39°C, and evening lows to 32°C. Finish your sightseeing early on the 29th (Sun) to allow enough time to travel back home.

Things to do in Palm - Eagle Beach

Parks Outdoors Beaches

Side Trips

Noord, Oranjestad, Santa Cruz, Baby Beach, Ayo and Casibari Rock Formations
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Baby Beach ©
Baby Beach

Similar Plans

34 days in Caribbean BY A USER FROM INDIA August, popular sights PREFERENCES: August ATTRACTION STYLE: Popular sights PACE: Medium 34 days in Caribbean BY A USER FROM AUSTRALIA September, kids, relaxing, beaches, popular sights PREFERENCES: September, kids, relaxing, beaches ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Caribbean BY A USER FROM BRAZIL August, culture, relaxing, romantic, beaches, shopping, wildlife, popular sights PREFERENCES: August, culture, relaxing, romantic, beaches, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 22 days in Caribbean, New York City & Canada BY A USER FROM UNITED KINGDOM September, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife, popular sights PREFERENCES: September, outdoors, relaxing, romantic, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 15 days in Caribbean BY A USER FROM UNITED KINGDOM June, culture, outdoors, historic sites, shopping, wildlife, popular sights PREFERENCES: June, culture, outdoors, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 11 days in Caribbean BY A USER FROM UNITED STATES March, kids, outdoors, relaxing, beaches, wildlife, slow & easy, popular & hidden gems PREFERENCES: March, kids, outdoors, relaxing, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 16 days in Caribbean BY A USER FROM HUNGARY November, relaxing, beaches, wildlife, slow & easy, popular & hidden gems PREFERENCES: November, relaxing, beaches, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 21 days in Caribbean BY A USER FROM INDIA May, culture, outdoors, beaches, shopping, wildlife, popular sights PREFERENCES: May, culture, outdoors, beaches, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Caribbean BY A USER FROM UNITED STATES February, culture, outdoors, relaxing, beaches, historic sites, wildlife, popular sights PREFERENCES: February, culture, outdoors, relaxing, beaches, historic sites, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 16 days in South America & Caribbean BY A USER FROM NEW ZEALAND July, teens, kids, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife, popular sights PREFERENCES: July, teens, kids, culture, outdoors, relaxing, beaches, historic sites, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 54 days in Caribbean BY A USER FROM ROMANIA September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 15 days in Caribbean BY A USER FROM UNITED KINGDOM December, outdoors, relaxing, beaches, popular sights PREFERENCES: December, outdoors, relaxing, beaches ATTRACTION STYLE: Popular sights PACE: Medium
View more plans