15 days in Caribbean Itinerary

15 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary planner

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Route & dates

15 days in Caribbean Itinerary

Start: Bratislava, Slovakia
bus + Fly:  15​h 15​min
1
Havana, Cuba
— 3 nights
Fly:  1​h 30​min
2
George Town, Cayman Islands
— 3 nights
Fly:  5​h 15​min
3
Maho, St. Maarten-St. Martin
— 2 nights
Fly:  3​h 30​min
4
San Juan, Puerto Rico
— 4 nights
Fly + bus:  16​h
End: Bratislava, Slovakia

3
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Popular historic sites such as El Malecon and Christopher Columbus Cemetery (Cemetario de Colon) are in your itinerary. And it doesn't end there: don't miss a visit to Old Havana, admire the striking features of Casa de la Amistad, contemplate the long history of El Morro, and take in the spiritual surroundings of Havana Cathedral.

To see other places to visit, maps, ratings, and other tourist information, go to the Havana tour builder .

Bratislava, Slovakia to Havana is an approximately 15.5-hour combination of bus and flight. You can also do a combination of bus, flight, and train. Due to the time zone difference, you'll gain 6 hours traveling from Bratislava to Havana. Traveling from Bratislava in January, things will get warmer in Havana: highs are around 30°C and lows about 19°C. Wrap up your sightseeing on the 6th (Mon) to allow time to travel to George Town.

Things to do in Havana

Historic Sites Neighborhoods

Side Trip

Espiritu Santo Church (Iglesia Del Espiritu Santo)
Find places to stay Jan 3 — 6:
Highlights from your plan
Old Havana ©
Old Havana
El Malecon ©
El Malecon
Old Square (Plaza Vieja) ©
Old Square (Plaza Vieja)

3
nights
George Town, Cayman Islands

George Town ©
George Town is a city situated on Grand Cayman island of the Cayman Islands. Get some historical perspective at Pedro St. James National Historic Site and Mission House. There's much more to do: tour the pleasant surroundings at Seven Mile Beach, cool off at Cayman Turtle Centre: Island Wildlife Encounter, look for all kinds of wild species at Mastic Trail, and stop by Cayman Scents.

You can plan George Town trip in no time by asking Inspirock to help create your itinerary.

You can fly from Havana to George Town in 1.5 hours. Expect somewhat warmer evenings in George Town when traveling from Havana in January, with lows around 27°C. Finish your sightseeing early on the 9th (Thu) so you can fly to Maho.

Things to do in George Town

Wildlife Parks Outdoors

Side Trips

Grand Cayman, Seven Mile Beach, Mission House, Cayman Turtle Centre: Island Wildlife Encounter
Find places to stay Jan 6 — 9:
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Scuba & Snorkeling

2
nights
Maho, St. Maarten-St. Martin

Maho ©
Relax by the water at Maho Beach and Cupecoy Bay Beach. Step out of Maho to go to Orient Bay and see Orient Bay Beach, which is approximately 32 minutes away.

For maps, more things to do, and tourist information, go to the Maho itinerary website .

Traveling by flight from George Town to Maho takes 5.5 hours. Alternatively, you can do a combination of flight and ferry. The time zone difference when traveling from George Town to Maho is 1 hour. In January, daytime highs in Maho are 33°C, while nighttime lows are 28°C. Finish your sightseeing early on the 12th (Sun) to allow enough time to travel to San Juan.

Things to do in Maho

Outdoors Beaches Parks

Side Trips

Sint Maarten, Philipsburg, Friar's Bay, Orient Bay Beach, Scuba & Snorkeling
Find places to stay Jan 9 — 12:
Highlights from your plan
Maho Beach ©
Maho Beach
Cupecoy Bay Beach ©
Cupecoy Bay Beach
Dawn Beach ©
Dawn Beach

4
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Your itinerary includes some good beach time at Condado Beach and Luquillo Beach. Your inner history buff will appreciate Old San Juan and San Juan National Historic Site. Explore the numerous day-trip ideas around San Juan: El Yunque National Forest (El Yunque Rain Forest & Angelito Trail). There's much more to do: savor the flavors at Food & Drink, take in the spiritual surroundings of Chapel of Christ the Savior (Capilla de Cristo), appreciate the extensive heritage of Paseo de la Princesa, and stop by Coqui el Original.

To see reviews, more things to do, photos, and more tourist information, go to the San Juan trip builder .

You can fly from Maho to San Juan in 3.5 hours. Another option is to do a combination of ferry and flight. January in San Juan sees daily highs of 34°C and lows of 26°C at night. Finish your sightseeing early on the 16th (Thu) to allow enough time to travel back home.

Things to do in San Juan

Parks Historic Sites Wildlife

Side Trips

El Yunque National Forest, Luquillo Beach
Find places to stay Jan 12 — 16:
Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Luquillo Beach ©
Luquillo Beach

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