57 days in Caribbean Itinerary

57 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary planner

Plan created by another user.Make it yours

Route & dates

Start: Stockholm, Sweden
Fly:  16 h 15 min
1
Havana, Cuba
— 8 nights
Fly:  5 h 30 min
2
Providenciales, Turks and Caicos
— 5 nights
Fly:  2 h 45 min
3
Punta Cana, Dominican Republic
— 10 nights
Fly:  4 h
4
Culebra, Puerto Rico
— 6 nights
Drive:  2 h 15 min
5
Isla de Vieques, Puerto Rico
— 10 nights
Fly:  3 h
6
Shoal Bay Village, Anguilla
— 4 nights
Ferry:  6 h
7
Willemstad, Curacao
— 7 nights
Fly:  2 h
8
Palm - Eagle Beach, Aruba
— 6 nights
Fly:  12 h 45 min
End: Stockholm, Sweden

8
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Family-friendly places like Malecón of Havana and Plaza de la Catedral will thrill your kids. Change things up with these side-trips from Havana: Cayo Largo (Punta Mal Tiempo & Sirena Beach) and Cuevas de Bellamar (in Matanzas). And it doesn't end there: appreciate the extensive heritage of Old Havana, get the lay of the land with Walking tours, contemplate the long history of Fortaleza de San Carlos de la Cabana, and don't miss a visit to El Capitolio.

To see more things to do, other places to visit, photos, and more tourist information, refer to the Havana trip builder.

Stockholm, Sweden to Havana is an approximately 16.5-hour flight. The time zone changes from Central European Standard Time to Cuba Standard Time, which is usually a -6 hour difference. Traveling from Stockholm in November, things will get warmer in Havana: highs are around 33°C and lows about 21°C. Finish up your sightseeing early on the 13th (Fri) so you can travel to Providenciales.

Things to do in Havana

Historic Sites Parks Tours

Side Trips

Cayo Largo, Cuevas de Bellamar
Find places to stay Nov 5 — 13:
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Sirena Beach ©
Sirena Beach

5
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.
Bring the kids along to Grace Bay Beach and Long Bay Beach. Next up on the itinerary: tour the pleasant surroundings at Taylor Bay Beach, kick back and relax at Malcolm's Road Beach, make a trip to Leeward Beach, and explore the activities along Sapodilla Bay Beach.

To find ratings, other places to visit, maps, and tourist information, refer to the Providenciales trip planning website.

You can fly from Havana to Providenciales in 7.5 hours. Expect a bit warmer evenings in Providenciales when traveling from Havana in November, with lows around 29°C. Wrap up your sightseeing on the 18th (Wed) to allow time to travel to Punta Cana.

Things to do in Providenciales

Parks Outdoors Beaches

Side Trip

Smith's Reef
Find places to stay Nov 13 — 18:
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Provo Golf Club ©
Provo Golf Club
Half Moon Bay ©
Half Moon Bay

10
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.
Family-friendly places like Bavaro Beach and Altos de Chavon will thrill your kids. Explore Punta Cana's surroundings by going to Conquista Park (in Bayahibe) and Teeth Of The Dog (in La Romana). Spend a day of island exploring on the 20th (Fri) at Saona Island. Spend the 27th (Fri) exploring nature at National Park of the East. The adventure continues: get interesting insight from Tours, look for gifts at La Perla Dominicana, have some family-friendly fun at Escape Room Punta Cana, and kick back and relax at Playa La Vacama.

To find traveler tips, photos, more things to do, and tourist information, refer to the Punta Cana trip builder.

Traveling by flight from Providenciales to Punta Cana takes 6.5 hours. You'll lose 1 hour traveling from Providenciales to Punta Cana due to the time zone difference. November in Punta Cana sees daily highs of 34°C and lows of 27°C at night. Wrap up your sightseeing on the 28th (Sat) early enough to travel to Culebra.

Things to do in Punta Cana

Outdoors Parks Tours

Side Trips

La Romana, La Altagracia Province, Conquista Park
Find places to stay Nov 18 — 28:
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Manati Park Bavaro ©
Manati Park Bavaro
Macao Beach ©
Macao Beach

6
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.
Attractions like Flamenco Beach and Culebra National Wildlife Refuge make great kid-friendly stops. There's much more to do: step off the mainland to explore Culebrita Island, take a tour by water with Boat Tours & Water Sports, enjoy the sand and surf at Zoni Beach, and visit a coastal fixture at Culebrita Lighthouse.

For other places to visit, traveler tips, and tourist information, you can read our Culebra trip itinerary builder app.

You can fly from Punta Cana to Culebra in 6.5 hours. Other options are to do a combination of bus, ferry, and taxi; or do a combination of bus, ferry, and shuttle. Expect a daytime high around 35°C in November, and nighttime lows around 28°C. Wrap up your sightseeing on the 4th (Fri) to allow time to travel to Isla de Vieques.

Things to do in Culebra

Parks Outdoors Beaches
Find places to stay Nov 28 — Dec 4:
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

10
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.
Bring the kids along to La Chiva and Vieques Island. And it doesn't end there: kick back and relax at Sun Bay Beach, tour the pleasant surroundings at La Plata Beach, see some colorful creatures with a scuba or snorkeling tour, and have fun at Vieques Gun Club & Sporting Clays.

To see other places to visit, more things to do, traveler tips, and tourist information, go to the Isla de Vieques trip planning site.

Drive from Culebra to Isla de Vieques in 4 hours. Alternatively, you can ride a ferry. In December, plan for daily highs up to 34°C, and evening lows to 28°C. Finish your sightseeing early on the 14th (Mon) to allow enough time to travel to Shoal Bay Village.

Things to do in Isla de Vieques

Parks Outdoors Beaches
Find places to stay Dec 4 — 14:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Media Luna Beach ©
Media Luna Beach
La Chiva ©
La Chiva

4
nights
Shoal Bay Village, Anguilla

Shoal Bay Village ©
You'll visit kid-friendly attractions like Shoal Bay and Maundays Bay.

To find traveler tips, where to stay, and tourist information, refer to the Shoal Bay Village holiday website.

Traveling by flight from Isla de Vieques to Shoal Bay Village takes 5.5 hours. In December in Shoal Bay Village, expect temperatures between 34°C during the day and 26°C at night. Wrap up your sightseeing on the 18th (Fri) early enough to travel to Willemstad.

Things to do in Shoal Bay Village

Parks Beaches Outdoors

Side Trips

Anguilla, West End Village, Sandy Ground, The Valley, Meads Bay
Find places to stay Dec 14 — 18:
Highlights from your plan
Maundays Bay ©
Maundays Bay
Shoal Bay ©
Shoal Bay
Rendezvous Bay Beach ©
Rendezvous Bay Beach

7
nights
Willemstad, Curacao

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. Attractions like Queen Emma Pontoon Bridge and Blue Bay Beach make great kid-friendly stops. The adventure continues: enjoy the sand and surf at Cas Abao Beach, explore the activities along Kleine Knip, examine the collection at Mikve Israel-Emanuel Synagogue, and tour the pleasant surroundings at Mambo Beach.

To find other places to visit, where to stay, traveler tips, and other tourist information, you can read our Willemstad trip planner.

Traveling by ferry from Shoal Bay Village to Willemstad takes 6.5 hours. Alternatively, you can fly. In December in Willemstad, expect temperatures between 35°C during the day and 29°C at night. Finish your sightseeing early on the 25th (Fri) so you can travel to Palm - Eagle Beach.

Things to do in Willemstad

Parks Outdoors Beaches

Side Trip

Curacao
Find places to stay Dec 18 — 25:
Highlights from your plan
Scuba & Snorkeling
Cas Abao Beach ©
Cas Abao Beach
Playa PortoMari ©
Playa PortoMari

6
nights
Palm - Eagle Beach, Aruba

Palm - Eagle Beach ©
A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
Kids will enjoy Eagle Beach and Arikok National Park. Explore the numerous day-trip ideas around Palm - Eagle Beach: San Nicolas (Baby Beach & Rodgers Beach). The adventure continues: enjoy the sand and surf at Palm Beach, tour the pleasant surroundings at Hadicurari Beach, take in the dramatic natural features at Ayo and Casibari Rock Formations, and explore and take pictures at Aruba Ostrich Farm.

To see reviews, maps, photos, and other tourist information, go to the Palm - Eagle Beach vacation maker site.

Traveling by flight from Willemstad to Palm - Eagle Beach takes 4.5 hours. In December, plan for daily highs up to 36°C, and evening lows to 30°C. Wrap up your sightseeing on the 31st (Thu) to allow time to travel back home.

Things to do in Palm - Eagle Beach

Parks Beaches Outdoors

Side Trips

Noord, Santa Cruz, San Nicolas, Oranjestad, Arashi Beach
Find places to stay Dec 25 — 31:
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Baby Beach ©
Baby Beach

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