34 days in Caribbean Itinerary

34 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary planner

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

Route & dates

34 days in Caribbean Itinerary

Start: New Delhi, India
Fly:  21​h 45​min
1
Havana, Cuba
— 4 nights
Fly:  2​h
2
Seven Mile Beach, Cayman Islands
— 3 nights
Fly:  5​h 45​min
3
Providenciales, Turks and Caicos
— 3 nights
Fly + shuttle:  2​h 45​min
4
Punta Cana, Dominican Republic
— 3 nights
Fly:  4​h 45​min
5
Isla de Vieques, Puerto Rico
— 6 nights
Drive + Fly:  2​h 15​min
6
Culebra, Puerto Rico
— 4 nights
Fly:  30​min
7
San Juan, Puerto Rico
— 8 nights
Fly:  21​h 45​min
End: New Delhi, India

4
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Take a break from Havana with a short trip to Playa Paraiso in Cayo Largo, about 2 hours away. There's still lots to do: don't miss a visit to El Malecon, get to know the fascinating history of Old Havana, take a stroll through Christopher Columbus Cemetery (Cemetario de Colon), and take an in-depth tour of Museum of the Revolution (Museo de la Revolucion).

To see reviews, more things to do, where to stay, and tourist information, you can read our Havana travel route builder tool .

New Delhi, India to Havana is an approximately 22-hour flight. You can also do a combination of flight and train. You'll gain 10 hours traveling from New Delhi to Havana due to the time zone difference. Traveling from New Delhi in August, you can expect nighttime temperatures to be little chillier in Havana, with lows of 26°C. Finish your sightseeing early on the 14th (Wed) to allow enough time to travel to Seven Mile Beach.

Things to do in Havana

Historic Sites Tours Parks

Side Trip

Playa Paraiso
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Plaza de la Catedral ©
Plaza de la Catedral

3
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach is known for wildlife, beaches, adventure, spas, and golf. Your plan includes some of its best attractions: look for all kinds of wild species at Stingray City Grand Cayman, brush up on your knowledge of spirits at Cayman Spirits Co. Distillery, see some colorful creatures with a scuba or snorkeling tour, and explore the striking landscape at Hell Gift Store.

To see photos, where to stay, more things to do, and other tourist information, go to the Seven Mile Beach tour planner.

Traveling by flight from Havana to Seven Mile Beach takes 2 hours. Expect somewhat warmer evenings in Seven Mile Beach when traveling from Havana in August, with lows around 31°C. Finish your sightseeing early on the 17th (Sat) so you can travel to Providenciales.

Things to do in Seven Mile Beach

Parks Wildlife Outdoors

Side Trips

Grand Cayman, George Town, Cayman Turtle Centre: Island Wildlife Encounter
Highlights from your plan
Scuba & Snorkeling
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Seven Mile Beach ©
Seven Mile Beach

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 wildlife, beaches, adventure, nature, and spas. Your plan includes some of its best attractions: kick back and relax at Grace Bay Beach, stroll through Half Moon Bay, see the vivid underwater world at Little Water Cay, and zoom along the surf with a waterskiing or jet-skiing adventure.

For ratings, reviews, where to stay, and tourist information, read Providenciales sightseeing planner.

Traveling by flight from Seven Mile Beach to Providenciales takes 6 hours. August in Providenciales sees daily highs of 38°C and lows of 32°C at night. Finish your sightseeing early on the 21st (Wed) so you can travel to Punta Cana.

Things to do in Providenciales

Outdoors Parks Beaches

Side Trip

Smith's Reef
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Provo Golf Club ©
Provo Golf Club
Little Water Cay ©
Little Water Cay

3
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.
Step out of Punta Cana with an excursion to Altos de Chavon in La Romana--about 1h 20 min away. There's much more to do: get interesting insight from Tours, make a trip to Jesus Maestro Parish, head off the coast to Saona Island, and stop by HARRISON'S Fine Caribbean Jewelers.

To see other places to visit, ratings, traveler tips, and tourist information, read Punta Cana holiday planner.

You can do a combination of flight and shuttle from Providenciales to Punta Cana in 3 hours. Due to the time zone difference, you'll lose 1 hour traveling from Providenciales to Punta Cana. In August, daily temperatures in Punta Cana can reach 37°C, while at night they dip to 29°C. Finish up your sightseeing early on the 24th (Sat) so you can travel to Isla de Vieques.

Things to do in Punta Cana

Parks Outdoors Beaches

Side Trip

Altos de Chavon
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Swim with Dolphins
Saona Island ©
Saona Island

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, wildlife, adventure, and nightlife. Your plan includes some of its best attractions: enjoy the sand and surf at Sun Bay Beach, take in the waterfront at Malecon, have fun at Vieques Gun Club & Sporting Clays, and look for all kinds of wild species at Vieques National Wildlife Refuge.

To see maps, more things to do, ratings, and more tourist information, refer to the Isla de Vieques visit planning site .

You can fly from Punta Cana to Isla de Vieques in 5 hours. Alternatively, you can do a combination of shuttle and flight; or do a combination of bus and ferry. In August in Isla de Vieques, expect temperatures between 36°C during the day and 30°C at night. Wrap up your sightseeing on the 30th (Fri) early enough to travel to Culebra.

Things to do in Isla de Vieques

Parks Outdoors Beaches
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
Media Luna Beach ©
Media Luna Beach

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: enjoy the sand and surf at Flamenco Beach, tour the pleasant surroundings at Playa Punta Soldado Beach, find your balance on the water with some of the best stand-up paddleboarding in the area, and step off the mainland to explore Culebrita Island.

To find more things to do, ratings, and more tourist information, refer to the Culebra route planner.

Do a combination of car and flight from Isla de Vieques to Culebra in 2.5 hours. Alternatively, you can ride a ferry. In August, daytime highs in Culebra are 37°C, while nighttime lows are 31°C. Finish your sightseeing early on the 3rd (Tue) to allow enough time to fly to San Juan.

Things to do in Culebra

Parks Outdoors Beaches
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Culebrita Island ©
Culebrita Island
Zoni Beach ©
Zoni Beach

8
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
You'll find plenty of places to visit near San Juan: Luquillo Beach (in Luquillo), Ponce (El Museo Castillo Serralles, Museo de Arte de Ponce, & more) and El Yunque Rain Forest (in El Yunque National Forest). There's lots more to do: get to know the fascinating history of Old San Juan, stroll around Parque Nacional de las Cavernas del Rio Camuy, kick back and relax at Condado Beach, and stroll through Pine Grove Beach.

To find traveler tips, other places to visit, where to stay, and tourist information, refer to the San Juan trip planner .

San Juan is just a short distance from Culebra. In September in San Juan, expect temperatures between 38°C during the day and 30°C at night. Wrap up your sightseeing on the 11th (Wed) early enough to travel back home.

Things to do in San Juan

Parks Outdoors Tours

Side Trips

Ponce, Parque Nacional de las Cavernas del Rio Camuy, Pine Grove Beach, El Yunque Rain Forest, Luquillo Beach
Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Canyoning & Rappelling Tours

Similar Plans

35 days in Caribbean BY A USER FROM ROMANIA July, popular sights PREFERENCES: July ATTRACTION STYLE: Popular sights PACE: Medium 13 days in Caribbean BY A USER FROM UNITED STATES August, culture, beaches, historic sites, hidden gems PREFERENCES: August, culture, beaches, historic sites ATTRACTION STYLE: Hidden gems PACE: Medium 49 days in Caribbean BY A USER FROM ROMANIA August, popular sights PREFERENCES: August ATTRACTION STYLE: Popular sights PACE: Medium 60 days in Caribbean BY A USER FROM ROMANIA August, popular sights PREFERENCES: August ATTRACTION STYLE: Popular sights PACE: Medium 5 days in Caribbean BY A USER FROM UNITED STATES February, relaxing, beaches, slow & easy, popular sights PREFERENCES: February, relaxing, beaches ATTRACTION STYLE: Popular sights PACE: Slow & easy 31 days in Caribbean BY A USER FROM SLOVAKIA August, slow & easy, popular & hidden gems PREFERENCES: August ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 15 days in Caribbean BY A USER FROM UNITED KINGDOM September, beaches, fast-paced, popular sights PREFERENCES: September, beaches ATTRACTION STYLE: Popular sights PACE: Fast-paced 6 days in Caribbean BY A USER FROM UNITED STATES July, popular & hidden gems PREFERENCES: July ATTRACTION STYLE: Popular & hidden gems PACE: Medium 4 days in Caribbean BY A USER FROM UNITED STATES January, popular & hidden gems PREFERENCES: January ATTRACTION STYLE: Popular & hidden gems PACE: Medium 9 days in Caribbean BY A USER FROM UNITED STATES February, popular sights PREFERENCES: February ATTRACTION STYLE: Popular sights PACE: Medium 10 days in Caribbean BY A USER FROM UNITED STATES September, popular sights PREFERENCES: September ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Caribbean BY A USER FROM EGYPT July, popular sights PREFERENCES: July ATTRACTION STYLE: Popular sights PACE: Medium
View more plans