30 days in Caribbean Itinerary

30 days in Caribbean Itinerary

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Route & dates

30 days in Caribbean Itinerary

Start: Minneapolis, United States
Fly:  7​h 30​min
1
Providenciales, Turks and Caicos
— 3 nights
Fly:  3​h 30​min
2
San Juan, Puerto Rico
— 5 nights
Fly:  30​min
3
Culebra, Puerto Rico
— 4 nights
Fly + Drive:  2​h 15​min
4
Isla de Vieques, Puerto Rico
— 6 nights
Fly:  3​h
5
Philipsburg, St. Maarten-St. Martin
— 5 nights
Fly + Bus:  5​h 15​min
6
Saint Joseph Parish, Barbados
— 2 nights
Bus + Fly:  11​h 15​min
7
Seven Mile Beach, Cayman Islands
— 3 nights
Fly:  7​h 30​min
End: Minneapolis, United States

3
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.
Providenciales is known for beaches, wildlife, adventure, nature, and spas. Your plan includes some of its best attractions: kick back and relax at Grace Bay Beach, step off the mainland to explore Little Water Cay, explore the activities along Sapodilla Bay Beach, and tour the pleasant surroundings at Taylor Bay Beach.

To find other places to visit, reviews, ratings, and tourist information, use the Providenciales trip planner .

Minneapolis, USA to Providenciales is an approximately 7.5-hour flight. You can also do a combination of shuttle and flight. Traveling from Minneapolis to Providenciales, you'll lose 1 hour due to the time zone difference. Plan for much hotter temperatures traveling from Minneapolis in February, with highs in Providenciales at 82°F and lows at 74°F. Finish up your sightseeing early on the 4th (Tue) so you can travel to San Juan.

Things to do in Providenciales

Parks Outdoors Beaches

Side Trip

Smith's Reef
Find places to stay Feb 1 — 4:
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Provo Golf Club ©
Provo Golf Club
Little Water Cay ©
Little Water Cay

5
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Explore the numerous day-trip ideas around San Juan: El Yunque Rain Forest (in El Yunque National Forest) and Luquillo Beach (in Luquillo). And it doesn't end there: wander the streets of Old San Juan, appreciate the history behind Paseo de los Presidentes, appreciate the extensive heritage of Sitio Histórico de San Juan, and let your taste buds guide you at a local gastronomic tour.

To find maps, traveler tips, more things to do, and more tourist information, read our San Juan journey planner.

Fly from Providenciales to San Juan in 3.5 hours. Alternatively, you can do a combination of flight and car. Due to the time zone difference, you'll lose 1 hour traveling from Providenciales to San Juan. In February in San Juan, expect temperatures between 84°F during the day and 73°F at night. Finish your sightseeing early on the 9th (Sun) to allow enough time to fly to Culebra.

Things to do in San Juan

Outdoors Parks Tours

Side Trips

Luquillo Beach, Bosque Nacional El Yunque, El Yunque Rain Forest
Find places to stay Feb 4 — 9:
Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

4
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.
Culebra is known for beaches, wildlife, nature, outdoors, and adventure. Your plan includes some of its best attractions: stroll through Flamenco Beach, browse the collection at Culebra Public Library, stop by Zinkowski Art Studio, and kick back and relax at Brava Beach.

For ratings, other places to visit, where to stay, and more tourist information, use the Culebra road trip planning app .

Culebra is just a short distance from San Juan. In February in Culebra, expect temperatures between 84°F during the day and 73°F at night. Finish your sightseeing early on the 13th (Thu) to allow enough time to travel to Isla de Vieques.

Things to do in Culebra

Parks Outdoors Beaches
Find places to stay Feb 9 — 13:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Culebrita Island ©
Culebrita Island
Zoni Beach ©
Zoni Beach

6
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©
For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Isla de Vieques is known for nature, beaches, adventure, wildlife, and nightlife. Your plan includes some of its best attractions: explore the activities along Sun Bay Beach, kick back and relax at Secret Beach, trot along with a tour on horseback, and paddle through the water with a kayaking and canoeing tour.

To find photos, traveler tips, ratings, and other tourist information, go to the Isla de Vieques trip maker website .

Do a combination of flight and car from Culebra to Isla de Vieques in 2.5 hours. Alternatively, you can ride a ferry. In February, plan for daily highs up to 83°F, and evening lows to 73°F. Wrap up your sightseeing on the 19th (Wed) to allow time to travel to Philipsburg.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Find places to stay Feb 13 — 19:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
La Chiva ©
La Chiva

5
nights
Philipsburg, St. Maarten-St. Martin

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Take a break from Philipsburg with a short trip to Cupecoy Bay Beach in Cupecoy Bay, about 30 minutes away. There's still lots to do: tour the pleasant surroundings at Maho Beach, kick back and relax at Great Bay Beach, try to win big at Casino Royale, and head off the coast to Pinel Island.

To find photos, maps, more things to do, and tourist information, use the Philipsburg tour planner .

Traveling by flight from Isla de Vieques to Philipsburg takes 3 hours. In February, daytime highs in Philipsburg are 83°F, while nighttime lows are 74°F. Finish your sightseeing early on the 24th (Mon) to allow enough time to travel to Saint Joseph Parish.

Things to do in Philipsburg

Outdoors Parks Beaches

Side Trips

Maho, Sint Maarten, Saint-Martin, WAKE N' GLISSE, Brown Pelicans
Find places to stay Feb 19 — 24:
Highlights from your plan
Speed Boats Tours
Orient Bay Beach ©
Orient Bay Beach
Mullet Bay Beach ©
Mullet Bay Beach

2
nights
Saint Joseph Parish, Barbados

Saint Joseph Parish ©
Lush Saint Joseph Parish has a particularly rugged aspect to it down by the sea, so much so that it has gained the nickname 'Scotland District'.
Start off your visit on the 25th (Tue): tour the pleasant surroundings at Bottom Bay, see the interesting displays at Sunbury Plantation House, then steep yourself in history at Andromeda Botanic Gardens, then take in nature's colorful creations at Hunte's Gardens, and finally Head underground at Harrison's Cave.. Here are some ideas for day two: take in nature's colorful creations at Welchman Hall Gully, sample the fine beverages at St. Nicholas Abbey, and then kick back and relax at Carlisle Bay.

To find maps, reviews, photos, and other tourist information, read our Saint Joseph Parish road trip website .

Getting from Philipsburg to Saint Joseph Parish by combination of flight and bus takes about 5.5 hours. In February, daytime highs in Saint Joseph Parish are 84°F, while nighttime lows are 74°F. Finish your sightseeing early on the 26th (Wed) so you can travel to Seven Mile Beach.

Things to do in Saint Joseph Parish

Parks Outdoors Historic Sites

Side Trips

Saint Philip Parish, Saint Thomas Parish, St. Nicholas Abbey, Carlisle Bay
Find places to stay Feb 24 — 26:
Highlights from your plan
Hunte's Gardens ©
Hunte's Gardens
Harrison's Cave. ©
Harrison's Cave.
Bottom Bay ©
Bottom Bay

3
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach is known for wildlife, beaches, spas, adventure, and golf. Your plan includes some of its best attractions: stroll through Stingray City Grand Cayman, kick back and relax at Seven Mile Beach, cool off at Rum Point, and try out the rides at Cayman Turtle Centre: Island Wildlife Encounter.

To find traveler tips, ratings, more things to do, and other tourist information, read Seven Mile Beach holiday builder .

Getting from Saint Joseph Parish to Seven Mile Beach by combination of bus and flight takes about 11.5 hours. The time zone changes from Atlantic Standard Time (AST) to Eastern Standard Time (EST), which is usually a -1 hour difference. In February, plan for daily highs up to 84°F, and evening lows to 74°F. Wrap up your sightseeing by early afternoon on the 1st (Sun) to allow enough time to travel back home.

Things to do in Seven Mile Beach

Parks Wildlife Outdoors

Side Trips

Grand Cayman, Cayman Turtle Centre: Island Wildlife Encounter, Cayman Spirits Co. Distillery
Find places to stay Feb 27 — Mar 1:
Highlights from your plan
Scuba & Snorkeling
Seven Mile Beach ©
Seven Mile Beach

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