31 days in Caribbean Itinerary

31 days in Caribbean Itinerary

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Route & dates

31 days in Caribbean Itinerary

Start: Bratislava, Slovakia
bus + Fly:  17​h 15​min
1
Culebra, Puerto Rico
— 5 nights
Fly:  3​h 45​min
2
Punta Cana, Dominican Republic
— 6 nights
shuttle + Fly:  6​h 15​min
3
Willemstad, Curacao
— 5 nights
Fly:  7​h 15​min
4
George Town, Cayman Islands
— 4 nights
+3
Fly + bus + foot + bus:  5​h 15​min
5
Ocho Rios, Jamaica
— 3 nights
bus + Fly:  9​h 30​min
6
Southampton Parish, Bermuda
— 5 nights
Fly + bus:  23​h
End: Bratislava, Slovakia

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.
You'll discover tucked-away gems like Tamarindo Beach and Zoni Beach. There's much more to do: stroll through Flamenco Beach, kick back and relax at Melones Beach, enjoy the sea views from Culebrita Lighthouse, and get interesting insight from Tours.

To find traveler tips, maps, ratings, and more tourist information, use the Culebra day trip tool .

Bratislava, Slovakia to Culebra is an approximately 17.5-hour combination of bus and flight. You can also do a combination of bus, flight, shuttle, and ferry; or do a combination of train and flight. Traveling from Bratislava to Culebra, you'll gain 5 hours due to the time zone difference. Traveling from Bratislava in August, expect Culebra to be somewhat warmer, temps between 37°C and 31°C. Finish up your sightseeing early on the 6th (Tue) so you can travel to Punta Cana.

Things to do in Culebra

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

6
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.
Eschew the tourist crowds and head to Hoyo Azul and Scuba & Snorkeling. Venture out of the city with trips to Altos de Chavon (in La Romana), Basilica Catedral Nuestra Senora de la Altagracia (in Higuey) and Speed Boats Tours (in Bayahibe). Next up on the itinerary: trot along with a tour on horseback, make a trip to Jesus Maestro Parish, head off the coast to Saona Island, and look for gifts at Don Lucas Cigars.

To see reviews, where to stay, other places to visit, and other tourist information, read our Punta Cana holiday builder app .

Getting from Culebra to Punta Cana by flight takes about 4 hours. Other options: do a combination of flight and shuttle; or do a combination of ferry, shuttle, and flight. August in Punta Cana sees daily highs of 37°C and lows of 29°C at night. Finish your sightseeing early on the 12th (Mon) so you can travel to Willemstad.

Things to do in Punta Cana

Outdoors Parks Tours

Side Trips

Bayahibe, Altos de Chavon, Basilica Catedral Nuestra Senora de la Altagracia
Highlights from your plan
Saona Island ©
Saona Island
Hoyo Azul ©
Hoyo Azul
Scuba & Snorkeling

5
nights
Willemstad, Curacao

Willemstad ©
Willemstad is the capital city of Curaçao, an island in the southern Caribbean Sea that forms a constituent country of the Kingdom of the Netherlands. Eschew the tourist crowds and head to Shete Boka Park and Adrenaline & Extreme Tours. Next up on the itinerary: take a stroll through Punda, take in the views from Queen Emma Pontoon Bridge, stroll through Blue Bay Beach, and kick back and relax at Kleine Knip.

To find more things to do, traveler tips, maps, and tourist information, read our Willemstad trip planning app .

You can do a combination of shuttle and flight from Punta Cana to Willemstad in 6.5 hours. Another option is to fly. In August, plan for daily highs up to 38°C, and evening lows to 31°C. Cap off your sightseeing on the 17th (Sat) early enough to travel to George Town.

Things to do in Willemstad

Parks Outdoors Beaches

Side Trip

Mambo Beach
Highlights from your plan
Kleine Knip ©
Kleine Knip
Shete Boka Park ©
Shete Boka Park
Adrenaline & Extreme Tours

4
nights
George Town, Cayman Islands

George Town ©
George Town is a city situated on Grand Cayman island of the Cayman Islands. Discover out-of-the-way places like Scuba & Snorkeling and Kittiwake Shipwreck & Artificial Reef. The adventure continues: look for all kinds of wild species at Stingray City Grand Cayman, stroll around Queen Elizabeth II Botanic Park, explore the fascinating underground world of Cayman Crystal Caves, and sample the fine beverages at Cayman Spirits Co. Distillery.

To see traveler tips, photos, more things to do, and other tourist information, read our George Town sightseeing planner .

Traveling by flight from Willemstad to George Town takes 7.5 hours. Traveling from Willemstad to George Town, you'll gain 1 hour due to the time zone difference. In August, plan for daily highs up to 38°C, and evening lows to 31°C. Finish your sightseeing early on the 21st (Wed) so you can travel to Ocho Rios.

Things to do in George Town

Parks Wildlife Outdoors

Side Trips

Grand Cayman, West Bay, Seven Mile Beach
Highlights from your plan
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Scuba & Snorkeling
Kittiwake Shipwreck & Artificial Reef ©

3
nights
Ocho Rios, Jamaica

Ocho Rios ©
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Step off the beaten path and head to Horseback Riding Tours and White River. And it doesn't end there: admire the sheer force of Dunn's River Falls and Park, relax and float downstream with a rafting and tubing tour, and get in on the family fun at Rainforest Adventures.

For other places to visit, more things to do, maps, and tourist information, you can read our Ocho Rios online trip itinerary maker .

Do a combination of flight and bus from George Town to Ocho Rios in 5.5 hours. In August, daily temperatures in Ocho Rios can reach 38°C, while at night they dip to 30°C. Finish your sightseeing early on the 24th (Sat) to allow enough time to travel to Southampton Parish.

Things to do in Ocho Rios

Nature Parks Tours
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Horseback Riding Tours
River Rafting & Tubing

5
nights
Southampton Parish, Bermuda

Southampton Parish ©
The area's beaches remain the primary reason to holiday in Southampton Parish, with their number and variety providing entertainments and sights to suit a range of tastes.
You'll explore the less-touristy side of things at Horseshoe Bay Beach and National Museum of Bermuda. Explore the numerous day-trip ideas around Southampton Parish: St. George (The Unfinished Church, St. Peter's Church, & more) and Crystal & Fantasy Caves (in Hamilton Parish). Next up on the itinerary: see some colorful creatures with a scuba or snorkeling tour, kick back and relax at Warwick Long Bay Beach, contemplate in the serene atmosphere at Cathedral of the Most Holy Trinity (Bermuda Cathedral), and observe the fascinating underwater world at Bermuda Aquarium, Natural History Museum & Zoo.

To see where to stay, traveler tips, reviews, and tourist information, you can read our Southampton Parish journey builder site .

Getting from Ocho Rios to Southampton Parish by combination of bus and flight takes about 9.5 hours. Due to the time zone difference, you'll lose 1 hour traveling from Ocho Rios to Southampton Parish. When traveling from Ocho Rios in August, plan for slightly colder days and about the same nights in Southampton Parish: temperatures range from 34°C by day to 29°C at night. Finish up your sightseeing early on the 30th (Fri) so you can travel back home.

Things to do in Southampton Parish

Outdoors Parks Beaches

Side Trips

Hamilton, St. George, Sandys Parish, Warwick Long Bay Beach, Crystal & Fantasy Caves
Highlights from your plan
Bermuda Fun Golf ©
Bermuda Fun Golf
Horseshoe Bay Beach ©
Horseshoe Bay Beach
Scuba & Snorkeling

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