33 days in Caribbean Itinerary

33 days in Caribbean Itinerary

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Route & dates

33 days in Caribbean Itinerary

Start: San Francisco, United States
Fly:  14 h 30 min
1
George Town, Bahamas
— 3 nights
Fly + Drive:  15 h
2
Saint Joseph Parish, Barbados
— 2 nights
Bus + Fly:  3 h 15 min
3
Fort-de-France, Martinique
— 6 nights
+2
Fly + Foot + Ferry:  4 h 30 min
4
Sandy Ground, Anguilla
— 4 nights
Fly:  5 h
5
Punta Cana, Dominican Republic
— 7 nights
+2
Shuttle + Taxi + Fly:  5 h
6
Havana, Cuba
— 7 nights
Fly:  10 h 30 min
End: San Francisco, United States

3
nights
George Town, Bahamas

George Town ©
Few island getaways are more idyllic than George Town, a small settlement on the east coast of the Bahamian island of Exuma.
When in George Town, make a side trip to see Tropic of Cancer Beach in Moore Hill, approximately Moore Hill away. Next up on the itinerary: kick back and relax at Beaches of Stocking Island, browse the eclectic array of goods at Straw Market, tour the pleasant surroundings at Hooper's Bay Beach, and take a tour by water with Boat Tours & Water Sports.

Plan a trip to George Town easily and quickly by telling Inspirock to suggest an itinerary.

San Francisco, USA to George Town is an approximately 14.5-hour flight. You'll lose 3 hours traveling from San Francisco to George Town due to the time zone difference. Wrap up your sightseeing on the 13th (Fri) to allow time to travel to Saint Joseph Parish.

Things to do in George Town

Parks Outdoors Beaches

Side Trips

Great Exuma, Tropic of Cancer Beach, Forbes Hill Beach
Find places to stay Mar 9 — 13:
Highlights from your plan
Coco Plum Beach ©
Coco Plum Beach
Beaches of Stocking Island ©
Beaches of Stocking Island
Tropic of Cancer Beach ©
Tropic of Cancer Beach

2
nights
Saint Joseph Parish, Barbados

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'.
You'll find plenty of places to visit near Saint Joseph Parish: Carlisle Bay (in Bridgetown) and Saint Philip Parish (Sunbury Plantation House & Bottom Bay). The adventure continues: explore the fascinating underground world of Harrison's Cave., stroll through Dover Beach, take in nature's colorful creations at Welchman Hall Gully, and explore and take pictures at Andromeda Botanic Gardens.

To find reviews, more things to do, and other tourist information, go to the Saint Joseph Parish online travel route planner.

Use the Route module to find suitable travel options from George Town to Saint Joseph Parish. Due to the time zone difference, you'll lose 1 hour traveling from George Town to Saint Joseph Parish. In March, daytime highs in Saint Joseph Parish are 85°F, while nighttime lows are 75°F. Cap off your sightseeing on the 16th (Mon) early enough to travel to Fort-de-France.

Things to do in Saint Joseph Parish

Parks Outdoors Beaches

Side Trips

Saint Philip Parish, Saint Thomas Parish, Bridgetown, Dover Beach
Find places to stay Mar 14 — 16:
Highlights from your plan
Boat Tours & Water Sports
Harrison's Cave. ©
Harrison's Cave.
Hunte's Gardens ©
Hunte's Gardens

6
nights
Fort-de-France, Martinique

Fort-de-France ©
The political capital of Martinique, Fort-de-France has a thriving commercial center and a number of historic sites.
Venture out of the city with trips to Distillerie Maison La Mauny (in Riviere-Pilote), La Savane des Esclaves (in Trois-Ilets) and Les Anses d'Arlet (Anse Noire, Anse Dufour, &more). And it doesn't end there: admire the natural beauty at Jardin de Balata, steep yourself in history at Habitation Clement, tour the pleasant surroundings at Plage des Salines, and get up close to creatures of the deep with a dolphin and whale watching tour.

For reviews, ratings, photos, and tourist information, you can read our Fort-de-France travel route planning tool.

Traveling by combination of bus and flight from Saint Joseph Parish to Fort-de-France takes 3.5 hours. Alternatively, you can do a combination of bus, flight, and ferry. In March in Fort-de-France, expect temperatures between 85°F during the day and 72°F at night. Cap off your sightseeing on the 22nd (Sun) early enough to travel to Sandy Ground.

Things to do in Fort-de-France

Parks Outdoors Beaches

Side Trips

Les Anses d'Arlet, Trois-Ilets, Sainte-Anne, Theatre of Saint-Pierre, Distillerie Depaz
Find places to stay Mar 16 — 22:
Highlights from your plan
Jardin de Balata ©
Jardin de Balata
La Savane des Esclaves ©
La Savane des Esclaves
Plage des Salines ©
Plage des Salines

4
nights
Sandy Ground, Anguilla

Sandy Ground ©
Sandy Ground is known for beaches, nature, and nightlife. Your plan includes some of its best attractions: kick back and relax at Shoal Bay, see some colorful creatures with a scuba or snorkeling tour, tour the pleasant surroundings at Rendezvous Bay Beach, and explore the activities along Maundays Bay.

For where to stay, ratings, traveler tips, and tourist information, refer to the Sandy Ground trip builder.

Traveling by combination of flight and ferry from Fort-de-France to Sandy Ground takes 4.5 hours. Expect a daytime high around 84°F in March, and nighttime lows around 73°F. Finish up your sightseeing early on the 26th (Thu) so you can travel to Punta Cana.

Things to do in Sandy Ground

Parks Outdoors Beaches

Side Trips

West End Village, Anguilla, Spas & Wellness, Meads Bay, Shoal Bay
Find places to stay Mar 22 — 26:
Highlights from your plan
Maundays Bay ©
Maundays Bay
Shoal Bay ©
Shoal Bay
Rendezvous Bay Beach ©
Rendezvous Bay Beach

7
nights
Punta Cana, Dominican Republic

Punta Cana ©
In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
Explore the numerous day-trip ideas around Punta Cana: La Romana (Playa Mariposa, Altos de Chavon, &more). Spend a day of island exploring on the 29th (Sun) at Saona Island. There's still lots to do: enjoy the sand and surf at Bavaro Beach, stop by Dominicana Rai, fulfill a lifelong dream with a swim-with-the-dolphins experience, and play a few rounds at Punta Espada Golf Course.

To see maps, more things to do, photos, and other tourist information, you can read our Punta Cana visit planner.

Traveling by flight from Sandy Ground to Punta Cana takes 5 hours. Alternatively, you can do a combination of ferry and flight. In March, daily temperatures in Punta Cana can reach 84°F, while at night they dip to 71°F. Finish your sightseeing early on the 2nd (Thu) to allow enough time to travel to Havana.

Things to do in Punta Cana

Outdoors Parks Tours

Side Trip

La Romana
Find places to stay Mar 26 — Apr 2:
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Zipline
Saona Island ©
Saona Island

7
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Venture out of the city with trips to Cayo Largo (Playa Paraiso & Sirena Beach). And it doesn't end there: appreciate the extensive heritage of Malecón of Havana, make a trip to El Capitolio, take an in-depth tour of Museum of the Revolution (Museo de la Revolucion), and steep yourself in history at Old Square (Plaza Vieja).

Plan trip to Havana with our itinerary maker to find out where to go and what to do.

You can do a combination of shuttle and flight from Punta Cana to Havana in 5 hours. Alternatively, you can fly; or do a combination of taxi, shuttle, and flight. The time zone difference moving from Atlantic Standard Time (AST) to Cuba Standard Time (CST) is minus 1 hour. Traveling from Punta Cana in April, expect little chillier with lows of 67°F in Havana. Finish your sightseeing early on the 9th (Thu) to allow enough time to travel back home.

Things to do in Havana

Historic Sites Outdoors Tours

Side Trip

Cayo Largo
Find places to stay Apr 2 — 9:
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Playa Paraiso ©
Playa Paraiso

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