22 days in Caribbean Itinerary

22 days in Caribbean Itinerary

Created using Inspirock Caribbean travel route builder

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

Route & dates

Start: San Francisco, United States
Fly:  12 h 30 min
1
San Juan, Puerto Rico
— 5 nights
Fly:  30 min
2
Culebra, Puerto Rico
— 4 nights
Fly:  4 h 30 min
3
Santo Domingo, Dominican Republic
— 3 nights
Fly:  3 h
4
Palm - Eagle Beach, Aruba
— 3 nights
Fly:  5 h 45 min
5
Havana, Cuba
— 5 nights
Fly:  10 h 30 min
End: San Francisco, United States

5
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Your inner history buff will appreciate Old San Juan and Catedral Metropolitana Basilica de San Juan Bautista. Escape the urban bustle at El Yunque Rain Forest and Luquillo Beach. And it doesn't end there: get to know the fascinating history of Sitio Histórico de San Juan, enjoy the sand and surf at Carolina Beach, don't miss a visit to Paseo de la Princesa, and stroll through Condado Beach.

For traveler tips, maps, more things to do, and more tourist information, read San Juan online visit planner.

San Francisco, USA to San Juan is an approximately 12.5- hour flight. You can also do a combination of flight and car; or do a combination of train and flight. Due to the time zone difference, you'll lose 4 hours traveling from San Francisco to San Juan. Traveling from San Francisco in November, expect San Juan to be much warmer, temps between 87°F and 76°F. Wrap up your sightseeing on the 25th (Mon) to allow time to fly to Culebra.

Things to do in San Juan

Parks Beaches Outdoors

Side Trips

Carolina, Luquillo Beach, Bosque Nacional El Yunque, El Yunque Rain Forest
Find places to stay Nov 20 — 25:
Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

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.
Take a break from the city and head to Flamenco Beach and Melones Beach. You'll get in some beach time at Zoni Beach and Brava Beach. There's lots more to do: stroll through Carlos Rosario Beach, kick back and relax at Playa Punta Soldado Beach, enjoy the sea views from Culebrita Lighthouse, and get lost in a book at Culebra Public Library.

To see other places to visit, maps, ratings, and other tourist information, refer to the Culebra trip maker site.

Culebra is just a stone's throw from San Juan. Expect a daytime high around 86°F in November, and nighttime lows around 76°F. Finish up your sightseeing early on the 29th (Fri) so you can travel to Santo Domingo.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Nov 25 — 29:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Tamarindo Beach ©
Tamarindo Beach

3
nights
Santo Domingo, Dominican Republic

Santo Domingo ©
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Do some cultural sightseeing at Alcazar de Colon and Catedral Primada de America. Your inner history buff will appreciate Fortaleza Ozama and Iglesia Las Mercedes. Next up on the itinerary: don't miss a visit to Zona Colonial, browse the exhibits of Amber Museum, explore the wealth of natural beauty at National Botanical Garden, and delve into the distant past at Monasterio de San Francisco.

Plan my Santo Domingo trip by asking Inpirock to come up with tips and suggestions.

You can fly from Culebra to Santo Domingo in 3.5 hours. Other options are to do a combination of flight and shuttle; or do a combination of ferry and taxi. Finish your sightseeing early on the 2nd (Mon) so you can travel to Palm - Eagle Beach.

Things to do in Santo Domingo

Historic Sites Parks Nature
Find places to stay Nov 29 — Dec 2:
Highlights from your plan
Alcazar de Colon ©
Alcazar de Colon
Catedral Primada de America
Catedral Primada de America
Zona Colonial ©
Zona Colonial

3
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.
Deepen your sense of the past at sights like California Lighthouse and Bushiribana Gold Mill Ruins. Visit Eagle Beach and Arashi Beach for some beach relaxation. Go for a jaunt from Palm - Eagle Beach to San Nicolas to see Baby Beach about 48 minutes away. Next up on the itinerary: stroll through Palm Beach and enjoy the sand and surf at Hadicurari Beach.

For more things to do, maps, reviews, and tourist information, go to the Palm - Eagle Beach tour itinerary builder.

You can fly from Santo Domingo to Palm - Eagle Beach in 2.5 hours. Expect a daytime high around 88°F in December, and nighttime lows around 78°F. Finish up your sightseeing early on the 5th (Thu) so you can travel to Havana.

Things to do in Palm - Eagle Beach

Parks Beaches Outdoors

Side Trips

Noord, Baby Beach, Donkey Sanctuary Aruba, Arashi Beach, Bushiribana Gold Mill Ruins
Find places to stay Dec 2 — 5:
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Baby Beach ©
Baby Beach

5
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Do some cultural sightseeing at Malecón of Havana and Old Square (Plaza Vieja). Visit Old Havana and El Morro for their historical value. There's lots more to do: take a stroll through Christopher Columbus Cemetery (Cemetario de Colon), get engrossed in the history at Museum of the Revolution (Museo de la Revolucion), make a trip to Plaza de Armas, and steep yourself in history at Finca Vigía.

To see traveler tips and tourist information, read Havana online trip itinerary maker.

You can fly from Palm - Eagle Beach to Havana in 6 hours. Traveling from Palm - Eagle Beach to Havana, you'll gain 1 hour due to the time zone difference. Prepare for little chillier weather when traveling from Palm - Eagle Beach in December: high temperatures in Havana hover around 82°F and lows are around 64°F. Finish up your sightseeing early on the 10th (Tue) so you can travel back home.

Things to do in Havana

Historic Sites Museums Neighborhoods

Side Trip

Espiritu Santo Church (Iglesia Del Espiritu Santo)
Find places to stay Dec 5 — 10:
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Old Square (Plaza Vieja) ©
Old Square (Plaza Vieja)

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