46 days in Caribbean Itinerary

46 days in Caribbean Itinerary

Created using Inspirock Caribbean journey planner

Plan created by another user. Make it yours

Route & dates

1
Providenciales, Turks and Caicos
— 7 nights
2
Bayahibe, Dominican Republic
— 4 nights
3
Cruz Bay, U.S. Virgin Islands
— 3 nights
4
Bouillante, Guadeloupe
— 10 nights
5
Bridgetown, Barbados
— 9 nights
6
Oranjestad, Aruba
— 5 nights
7
George Town, Cayman Islands
— 7 nights

7
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.
Escape the urban bustle at Grace Bay Beach and Taylor Bay Beach. Step off the beaten path and head to Chalk Sound and Long Bay Beach. There's still lots to do: step off the mainland to explore Little Water Cay, tour the pleasant surroundings at Half Moon Bay, see some colorful creatures with a scuba or snorkeling tour, and see the vivid underwater world at Coral Gardens Reef.

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

San Francisco, USA to Providenciales is an approximately 12.5-hour flight. Due to the time zone difference, you'll lose 3 hours traveling from San Francisco to Providenciales. When traveling from San Francisco in May, plan for somewhat warmer days in Providenciales, with highs around °F, while nights are much warmer with lows around °F. Wrap up your sightseeing on the 8th (Fri) early enough to travel to Bayahibe.

Things to do in Providenciales

Parks Outdoors Nature

Side Trip

Smith's Reef
Find places to stay May 1 — 8:
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Chalk Sound ©
Chalk Sound
Princess Alexandra National Park ©
Princess Alexandra National Park

4
nights
Bayahibe, Dominican Republic

Bayahibe ©
Located on the shore of the Caribbean Sea, the town of Bayahibe has grown from a fishing village into a bona fide tourist destination, with visitors mainly drawn to the many dive sites just off the coast.
Step out of the city life by going to Public Beach Playa Dominicus and Cueva de las Maravillas. Altos de Chavon and Conquista Park are good opportunities to explore the local culture. Spend the 11th (Mon) exploring nature at National Park of the East. Next up on the itinerary: get a dose of the wild on a nature and wildlife tour, discover the deep blue sea with a scuba or snorkeling tour, explore the fascinating underground world of Cueva Padre Nuestro, and look for gifts at Museo y Fabrica de Puras.

To find ratings, other places to visit, where to stay, and other tourist information, use the Bayahibe road trip site.

You can fly from Providenciales to Bayahibe in 6 hours. Due to the time zone difference, you'll lose 1 hour traveling from Providenciales to Bayahibe. Expect a daytime high around °F in May, and nighttime lows around °F. Cap off your sightseeing on the 12th (Tue) early enough to travel to Cruz Bay.

Things to do in Bayahibe

Parks Nature Outdoors

Side Trips

Cueva de las Maravillas, Altos de Chavon, National Park of the East
Find places to stay May 8 — 12:
Highlights from your plan
Public Beach Playa Dominicus ©
Public Beach Playa Dominicus
Nature & Wildlife Tours
National Park of the East ©
National Park of the East

3
nights
Cruz Bay, U.S. Virgin Islands

Cruz Bay ©
The gateway to the island of Saint John, Cruz Bay represents the island's largest town, port, and commercial center.
Eschew the tourist crowds and head to Cinnamon Bay Beach and Honeymoon Beach. Get in touch with nature at Magens Bay and Maho Bay Beach. Next up on the itinerary: enjoy the sand and surf at Trunk Bay Beach, get a new perspective on things with Boat Tours & Water Sports, and contemplate the long history of Annaberg Sugar Plantation.

For maps and tourist information, read our Cruz Bay itinerary maker site.

You can do a combination of flight and ferry from Bayahibe to Cruz Bay in 6.5 hours. Another option is to fly. In May in Cruz Bay, expect temperatures between °F during the day and °F at night. Finish your sightseeing early on the 15th (Fri) so you can travel to Bouillante.

Things to do in Cruz Bay

Outdoors Beaches Parks

Side Trips

Virgin Islands National Park, Honeymoon Beach, Magens Bay
Find places to stay May 12 — 15:
Highlights from your plan
Cinnamon Bay Beach ©
Cinnamon Bay Beach
Honeymoon Beach ©
Honeymoon Beach
Magens Bay ©
Magens Bay

10
nights
Bouillante, Guadeloupe

Bouillante ©
Bouillante is a commune in the French overseas region and department of Guadeloupe, in the Lesser Antilles.HistoryBouillante was founded about 1635 with the arrival of some of Guadeloupe's first colonists. Escape the urban bustle at St. Anne Beach and Plage de Bois Jolan. Get a sense of the local culture at Domaine de l'Habitation la Griveliere and Kreol West Indies. Get out of town with these interesting Bouillante side-trips: Saint Francois (Pointe des Chateaux & Off-Road Tours), Plage de Grande Anse (in Deshaies) and Plage de la Perle (in Rifflet). Next up on the itinerary: enjoy the sand and surf at Anse du Souffleur, take an in-depth tour of Memorial Acte, get impressive views of La Soufriere Volcano, and see some colorful creatures with a scuba or snorkeling tour.

To find traveler tips, photos, where to stay, and other tourist information, use the Bouillante online trip itinerary maker.

Fly from Cruz Bay to Bouillante in 7 hours. May in Bouillante sees daily highs of °F and lows of °F at night. Wrap up your sightseeing on the 25th (Mon) to allow time to travel to Bridgetown.

Things to do in Bouillante

Outdoors Parks Nature

Side Trips

Saint Francois, Sainte-Anne, Parc National, Guadeloupe National Park, Cascade le Saut de L'Acomat
Find places to stay May 15 — 25:
Highlights from your plan
Plage de Bois Jolan ©
Plage de Bois Jolan
St. Anne Beach ©
St. Anne Beach
Anse du Souffleur ©
Anse du Souffleur

9
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Get a sense of the local culture at Mount Gay Visitor Centre and Andromeda Botanic Gardens. Step off the beaten path and head to Bathsheba Beach and Nature & Wildlife Tours. Venture out of the city with trips to Crane Beach (in Union Hall), Bottom Bay (in Saint Philip Parish) and Soup Bowl (in Bathsheba). There's still lots to do: kick back and relax at Browne's Beach, contemplate the long history of George Washington House, delve into the lush surroundings at Flower Forest, and see some colorful creatures with a scuba or snorkeling tour.

To find traveler tips, reviews, photos, and more tourist information, read Bridgetown travel route planner.

Fly from Bouillante to Bridgetown in 6.5 hours. In May, daytime highs in Bridgetown are °F, while nighttime lows are °F. Cap off your sightseeing on the 3rd (Wed) early enough to travel to Oranjestad.

Things to do in Bridgetown

Parks Outdoors Beaches

Side Trips

Saint Philip Parish, Bathsheba, Saint Thomas Parish, Hastings, Christ Church Parish
Find places to stay May 25 — Jun 3:
Highlights from your plan
Crane Beach ©
Crane Beach
George Washington House ©
George Washington House
Dover Beach ©
Dover Beach

5
nights
Oranjestad, Aruba

Oranjestad ©
When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
Explore hidden gems such as Alto Vista Chapel and Ayo and Casibari Rock Formations. Take a break from the city and head to Eagle Beach and Fishing Charters & Tours. When in Oranjestad, make a side trip to see Baby Beach in San Nicolas, approximately San Nicolas away. The adventure continues: enjoy the sand and surf at Palm Beach, visit a coastal fixture at California Lighthouse, explore and take pictures at Fort Zoutman Historical Museum, and tour the pleasant surroundings at Arashi Beach.

To find photos, traveler tips, reviews, and more tourist information, read our Oranjestad trip planner.

Traveling by flight from Bridgetown to Oranjestad takes 9.5 hours. In June, daytime highs in Oranjestad are °F, while nighttime lows are °F. Cap off your sightseeing on the 8th (Mon) early enough to catch the flight to George Town.

Things to do in Oranjestad

Parks Outdoors Beaches

Side Trips

Noord, Palm - Eagle Beach, San Nicolas, Santa Cruz, Arashi Beach
Find places to stay Jun 3 — 8:
Highlights from your plan
Eagle Beach ©
Eagle Beach
Baby Beach ©
Baby Beach
Fishing Charters & Tours

7
nights
George Town, Cayman Islands

George Town ©
George Town is a city situated on Grand Cayman island of the Cayman Islands. Your cultural itinerary includes sights like Pedro St. James National Historic Site and Cayman Islands National Museum. You'll discover tucked-away gems like Cayman Crystal Caves and Cayman Spirits Co. Distillery. Next up on the itinerary: identify plant and animal life at Smith's Barcadere, explore the gorgeous colors at Ironshore Gardens, tour the pleasant surroundings at Mastic Trail, and see some colorful creatures with a scuba or snorkeling tour.

To find more things to do, ratings, and other tourist information, go to the George Town trip planner.

Getting from Oranjestad to George Town by flight takes about 8.5 hours. Traveling from Oranjestad to George Town, you'll gain 1 hour due to the time zone difference. In June, plan for daily highs up to °F, and evening lows to °F. Finish your sightseeing early on the 15th (Mon) so you can travel back home.

Things to do in George Town

Parks Wildlife Nature

Side Trip

Grand Cayman
Find places to stay Jun 8 — 15:
Highlights from your plan
Smith's Barcadere ©
Smith's Barcadere
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Pedro St. James National Historic Site ©
Pedro St. James National Historic Site

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