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

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
Taxi + Fly:  2 h 15 min
3
Culebra, Puerto Rico
— 5 nights
+3
Ferry + Taxi + Shuttle + Fly:  8 h
4
Providenciales, Turks and Caicos
— 5 nights
+2
Fly + Foot + Bus:  5 h 45 min
5
Seven Mile Beach, Cayman Islands
— 5 nights
+3
Bus + Foot + Fly + Drive:  6 h 15 min
6
Palm - Eagle Beach, Aruba
— 5 nights
Drive + Fly:  6 h
End: Port of Spain, Trinidad and Tobago

5
nights
Shoal Bay Village, Anguilla

Shoal Bay Village ©
Attractions like Shoal Bay and Sandy Ground make great kid-friendly stops. Explore the numerous day-trip ideas around Shoal Bay Village: West End Village (Devonish Art Gallery & Limin' Boutique).

To see other places to visit, where to stay, ratings, and other tourist information, refer to the Shoal Bay Village holiday site.

Port of Spain, Trinidad and Tobago to Shoal Bay Village is an approximately 5.5- hour combination of flight and ferry. You can also fly. In August, plan for daily highs up to 37°C, and evening lows to 30°C. Finish your sightseeing early on the 4th (Wed) so you can travel to Magens Bay.

Things to do in Shoal Bay Village

Parks Beaches Outdoors

Side Trips

Anguilla, The Valley, West End Village, Sandy Ground, Meads Bay
Find places to stay Aug 30 — Sep 4:
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 ©
Kids will enjoy Magens Bay and Coral World Ocean Park. Explore Magens Bay's surroundings by going to Scott Bay Beach (in Caneel Bay) and Virgin Islands National Park (Maho Bay & Trunk Bay Beach).

For ratings, other places to visit, photos, and more tourist information, use the Magens Bay trip itinerary maker app.

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. Finish your sightseeing early on the 7th (Sat) to allow enough 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
Find places to stay Sep 4 — 7:
Highlights from your plan
Scott Bay Beach ©
Scott Bay Beach
Magens Bay ©
Magens Bay
Trunk Bay Beach ©
Trunk Bay Beach

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.
Family-friendly places like Flamenco Beach and Tamarindo Beach will thrill your kids. And it doesn't end there: enjoy the sand and surf at Zoni Beach, tour the pleasant surroundings at Melones Beach, head off the coast to Culebra National Wildlife, and enjoy the sea views from Culebrita Lighthouse.

To find maps, ratings, where to stay, and other tourist information, read our Culebra vacation maker.

Traveling by combination of taxi and flight from Magens Bay to Culebra takes 2.5 hours. September in Culebra sees daily highs of 37°C and lows of 30°C at night. Wrap up your sightseeing by early afternoon on the 12th (Thu) to allow enough time to travel to Providenciales.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Sep 7 — 12:
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.
You'll visit kid-friendly attractions like Grace Bay Beach and Half Moon Bay. The adventure continues: enjoy the sand and surf at Taylor Bay Beach, zoom along the surf with a waterskiing or jet-skiing adventure, see some colorful creatures with a scuba or snorkeling tour, and explore the activities along Sapodilla Bay Beach.

To find more things to do, maps, photos, and other tourist information, read Providenciales road trip website.

You can do a combination of ferry, shuttle, and flight from Culebra to Providenciales in 9 hours. Another option is to fly. The time zone difference when traveling from Culebra to Providenciales is minus 1 hour. In September, plan for daily highs up to 38°C, and evening lows to 31°C. Finish up your sightseeing early on the 18th (Wed) so you can travel to Seven Mile Beach.

Things to do in Providenciales

Parks Outdoors Beaches

Side Trip

Smith's Reef
Find places to stay Sep 12 — 18:
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 ©
Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. Attractions like Seven Mile Beach and Governors Beach make great kid-friendly stops. There's lots more to do: stroll through Stingray City Grand Cayman, look for gifts at Guy Harvey Gallery and Shoppe, laugh and play at Cayman Turtle Centre: Island Wildlife Encounter, and explore the activities along Devil's Grotto.

To find traveler tips and tourist information, use the Seven Mile Beach online vacation maker.

Getting from Providenciales to Seven Mile Beach by combination of flight and bus takes about 6.5 hours. In September, daily temperatures in Seven Mile Beach can reach 37°C, while at night they dip to 30°C. Finish your sightseeing early on the 23rd (Mon) to allow enough 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
Find places to stay Sep 18 — 23:
Highlights from your plan
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Seven Mile Beach ©
Seven Mile Beach
Cayman Turtle Centre: Island Wildlife Encounter ©

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.
Family-friendly places like Eagle Beach and Baby Beach will thrill your kids. Next up on the itinerary: tour the pleasant surroundings at Palm Beach, kick back and relax at Boca Cataavlina, contemplate the long history of Bushiribana Gold Mill Ruins, and explore the wealth of natural beauty at Arikok National Park.

For photos, other places to visit, reviews, and tourist information, refer to the Palm - Eagle Beach day trip planning website.

Getting from Seven Mile Beach to Palm - Eagle Beach by combination of bus, flight, and car takes about 6.5 hours. Due to the time zone difference, you'll lose 1 hour traveling from Seven Mile Beach to Palm - Eagle Beach. September in Palm - Eagle Beach sees daily highs of 39°C and lows of 32°C at night. Finish up your sightseeing early on the 29th (Sun) so you can travel back home.

Things to do in Palm - Eagle Beach

Parks Outdoors Beaches

Side Trips

Noord, Oranjestad, Santa Cruz, Arashi Beach, Ayo and Casibari Rock Formations
Find places to stay Sep 23 — 29:
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Baby Beach ©
Baby Beach

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